Category: 38838-06-1

On December 31, 2016, Ajay, Sama; Arora, Inderpreet; Saidhareddy, Puli; Shaw, Arun K. published an article.COA of Formula: C9H15IO4 The title of the article was Diversity-Oriented Synthesis of cis-3,4-Dihydroxylated Piperidine and Its Higher Saturated and Unsaturated Homologues from D-Ribose and Their Glycosidase-Inhibition Study. And the article contained the following:

The synthesis of six-, seven-, and eight-membered cis-dihydroxy azacycles has been accomplished from D-ribose using Vasella reductive amination as a key step and utilization of hydroboration-oxidation, Mitsunobu reaction, and ring-closing metathesis (RCM) reactions in a facile manner. These homologous dihydroxylated heterocyclic scaffolds were subjected to the glycosidase inhibition assays. However, only a moderate inhibitory activity for three out of five compounds was observed against α-glucosidases with a high degree of selectivity. The experimental process involved the reaction of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole(cas: 38838-06-1).COA of Formula: C9H15IO4

The Article related to cis dihydroxy azacycle preparation glycosidase inhibitor, ribose reductive amination hydroboration oxidation mitsunobu ring closing metathesis, Heterocyclic Compounds (One Hetero Atom): Higher-Membered Rings and other aspects.COA of Formula: C9H15IO4

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

On December 12, 2003, Verhelst, Steven H. L.; Martinez, Baltasar Paez; Timmer, Mattie S. M.; Lodder, Gerrit; Van der Marel, Gijsbert A.; Overkleeft, Herman S.; Van Boom, Jacques H. published an article.Synthetic Route of 38838-06-1 The title of the article was A Short Route toward Chiral, Polyhydroxylated Indolizidines and Quinolizidines. And the article contained the following:

In this paper, a rapid route toward functionalized bicyclic alkaloids is presented. In only three steps, an easily accessible carbohydrate derivative was converted into iodomethyl indolizidine I, which can equilibrate to the corresponding iodoquinolizidine II. We provide strong evidence that this equilibration proceeds via an aziridinium ion intermediate. Furthermore, nucleophilic substitution of the iodomethyl indolizidine as well as the aziridinium intermediate gives access to highly functionalized indolizidine and quinolizidine alkaloids. The experimental process involved the reaction of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole(cas: 38838-06-1).Synthetic Route of 38838-06-1

The Article related to chiral polyhydroxylated indolizidine quinolizidine preparation, Alkaloids: Alkaloids Containing One Nitrogen Atom At A Bridgehead and other aspects.Synthetic Route of 38838-06-1

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

On April 1, 2011, Brock, E. Anne; Davies, Stephen G.; Lee, James A.; Roberts, Paul M.; Thomson, James E. published an article.Computed Properties of 38838-06-1 The title of the article was Asymmetric Synthesis of Polyhydroxylated Pyrrolizidines via Transannular Iodoamination with Concomitant N-Debenzylation. And the article contained the following:

The doubly diastereoselective “matched” conjugate addition of lithium (R)-N-but-3-enyl-N-(α-methyl-p-methoxybenzyl)amide to tert-Bu (4S,5R,E)-4,5-O-isopropylidene-2,7-dienoate (derived from D-ribose in 3 steps) and in situ enolate oxidation with (-)-camphorsulfonyloxaziridine was followed by ring-closing metathesis with Grubbs I to give a hexahydroazocine scaffold. Subsequent treatment with I2 resulted in transannular iodoamination accompanied by loss of the α-methyl-p-methoxybenzyl group to give the corresponding pyrrolizidine scaffold as a single diastereoisomer upon direct crystallization from the crude reaction mixture Further functional group manipulations enabled the preparation of (-)-7a-epi-hyacinthacine A1 (I). The experimental process involved the reaction of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole(cas: 38838-06-1).Computed Properties of 38838-06-1

The Article related to enantioselective synthesis polyhydroxylated pyrrolizidine iodoamination debenzylation, hyacinthacine a1 enantioselective synthesis, Alkaloids: Alkaloids Containing One Nitrogen Atom At A Bridgehead and other aspects.Computed Properties of 38838-06-1

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

On November 30, 2003, Abdel-Rahman, Adel A.-H.; Abdel-Megied, Ahmed E.-S.; Goda, Adel E.-S.; Zeid, Ibrahim F.; El Ashry, El Sayed H. published an article.Recommanded Product: (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole The title of the article was Synthesis and Anti-HBV Activity of Thiouracils Linked via S and N-1 to the 5-Position of Methyl β-D-Ribofuranoside. And the article contained the following:

Reverse nucleoside derivatives of 2-(methylsulfanyl)uracils, e.g. I (RR = CMe2), were prepared by treating of the sodium salt of 2-(methylsulfanyl)uracils with Me 2,3-O-isopropylidene-5-O-p-toluenesulfonyl-β-D-ribofuranoside. The alkylation of 2-thiouracils with Me 5-deoxy-5-iodo-2,3-O-isopropylidene-D-ribofuranoside afforded the corresponding S-ribofuranoside derivatives which were deprotected to give nucleoside analogs, e.g. II (R = H). The Anti-HBV activity of selected compounds was studied. I (R = H) was found to be active against HBV replication with IC50 = 90 μM and CC50 > 100 μM. The experimental process involved the reaction of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole(cas: 38838-06-1).Recommanded Product: (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole

The Article related to nucleoside analog synthesis antiviral hbv human, Carbohydrates: Nucleosides and Nucleotides, Cobalamins, Riboflavin and other aspects.Recommanded Product: (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

On February 29, 2000, Maria, Edmilson Jose; Da Silva, Adilson David; Fourrey, Jean-Louis published an article.Safety of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole The title of the article was A radical-based strategy for the synthesis of higher homologues of sinefungin. And the article contained the following:

Homosinefungin, which can be considered an analog of S-adenosylmethionine (SAM) and of S-adenosylhomocysteine (SAH), has been synthesized by means of a sequence in which the key step was the addition of a radical, produced by the simple treatment of an iodide precursor with a zinc-copper couple, to suitably activated olefins. The experimental process involved the reaction of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole(cas: 38838-06-1).Safety of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole

The Article related to sinefungin analog preparation homolytic addition, homosinefungin preparation radical addition, Carbohydrates: Nucleosides and Nucleotides, Cobalamins, Riboflavin and other aspects.Safety of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

On June 13, 2019, Verhoeven, Jonas; Verniest, Guido Alfons F.; Thuring, Johannes Wilhelmus John F.; Wu, Tongfei; Pande, Vineet; Meerpoel, Lieven; Brehmer, Dirk; Sun, Weimei; Denmark, Scott E. published a patent.Quality Control of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole The title of the patent was Preparation of spirobicyclic nucleoside analogs as PRMT5 enzyme inhibitors. And the patent contained the following:

Spirobicyclic analogs I, wherein R1 and R2 are independently H, acyl; X is H; Y is O, CH2, CF2; Q1 is substituted C; Q2 is N or substituted C; R3a is H, halo, substituted amine, alkyl, alkenyl, cycloalkyl, OH, O-alkyl; L is CH2, O-CH2, CH2-O, O; R5 is Ph, aryl, monocyclic heterocycle, bicyclic heterocycle; and in case L is O or O-CH2, R5 can also represent H; were prepared and used as PRMT5 inhibitors. Thus, spirobicyclic nucleoside II was prepared as PRMT5 enzyme inhibitor and antitumor agent. The experimental process involved the reaction of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole(cas: 38838-06-1).Quality Control of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole

The Article related to spirobicyclic nucleoside preparation prmt5 inhibitor methyltransferase protein arginine antitumor, Carbohydrates: Nucleosides and Nucleotides, Cobalamins, Riboflavin and other aspects.Quality Control of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

On April 10, 2014, Devkota, Kanchan; Lohse, Brian; Liu, Qing; Wang, Ming-Wei; Staerk, Dan; Berthelsen, Jens; Clausen, Rasmus Praetorius published an article.Recommanded Product: 38838-06-1 The title of the article was Analogs of the Natural Product Sinefungin as Inhibitors of EHMT1 and EHMT2. And the article contained the following:

A series of analogs of the natural product sinefungin lacking the amino acid moiety was synthesized and probed for their ability to inhibit EHMT1 and EHMT2. This study led to inhibitors, e.g. I, of methyltransferase activity of EHMT1 and EHMT2 and it demonstrates that such analogs constitute an interesting scaffold to develop selective methyltransferase inhibitors. Surprisingly, the inhibition was not competitive toward AdoMet. The experimental process involved the reaction of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole(cas: 38838-06-1).Recommanded Product: 38838-06-1

The Article related to nucleoside preparation ehmt1 ehmt2 methyltransferase inhibitor sinefungin analog, ehmt1, ehmt2, sinefungin, methyltransferase inhibitors, Carbohydrates: Nucleosides and Nucleotides, Cobalamins, Riboflavin and other aspects.Recommanded Product: 38838-06-1

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

On April 1, 2001, Gallos, John K.; Kyradjoglou, Loukia C.; Koftis, Theocharis V. published an article.Synthetic Route of 38838-06-1 The title of the article was A concise synthesis of (-)-endo-brevicomin. And the article contained the following:

A new method for the synthesis of (-)-endo-brevicomin (I) from D-ribose in four steps is reported. The experimental process involved the reaction of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole(cas: 38838-06-1).Synthetic Route of 38838-06-1

The Article related to pheromone endobrevicomin synthesis, Biomolecules and Their Synthetic Analogs: Pheromones and Sex Hormones and other aspects.Synthetic Route of 38838-06-1

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

On November 14, 2019, Policarpo, Rocco L.; Decultot, Ludovic; May, Elizabeth; Kuzmic, Petr; Carlson, Samuel; Huang, Danny; Chu, Vincent; Wright, Brandon A.; Dhakshinamoorthy, Saravanakumar; Kannt, Aimo; Rani, Shilpa; Dittakavi, Sreekanth; Panarese, Joseph D.; Gaudet, Rachelle; Shair, Matthew D. published an article.Name: (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole The title of the article was High-Affinity Alkynyl Bisubstrate Inhibitors of Nicotinamide N-Methyltransferase (NNMT). And the article contained the following:

Nicotinamide N-methyltransferase (NNMT) is a metabolic enzyme that methylates nicotinamide (NAM) using cofactor S-adenosylmethionine (SAM). NNMT overexpression has been linked to diabetes, obesity, and various cancers. In this work, structure-based rational design led to the development of potent and selective alkynyl bisubstrate inhibitors of NNMT. The reported nicotinamide-SAM conjugate (named NS1) features an alkyne as a key design element that closely mimics the linear, 180° transition state geometry found in the NNMT-catalyzed SAM → NAM Me transfer reaction. NS1 was synthesized in 14 steps and found to be a high-affinity, subnanomolar NNMT inhibitor. An X-ray cocrystal structure and SAR study revealed the ability of an alkynyl linker to span the Me transfer tunnel of NNMT with ideal shape complementarity. The compounds reported in this work represent the most potent and selective NNMT inhibitors reported to date. The rational design principle described herein could potentially be extended to other methyltransferase enzymes. The experimental process involved the reaction of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole(cas: 38838-06-1).Name: (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole

The Article related to nnmt inhibitors sam conjugate structure based rational design sar, Pharmacology: Other (All Agents and Effects Not Otherwise Assignable) and other aspects.Name: (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

On January 4, 2017, Shang, Debin published a patent.Synthetic Route of 38838-06-1 The title of the patent was Process for preparation of Ticagrelor key intermediate. And the patent contained the following:

The invention relates to a process for the preparation of Ticagrelor key intermediate 2-[[(3aR,4S,6R,6aS)-6-amino-tetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol (key intermediate A). The method comprises methylation of 1-position of D-ribose and protection with acetone to obtain Me 2,3-O-isopropylidene-β-D-ribofuranoside, followed by reaction with tosyl chloride, iodination, ring opening, cyclization, reduction, protection with Cbz-Cl, reaction with Et bromoacetate, reduction, and deprotection. The experimental process involved the reaction of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole(cas: 38838-06-1).Synthetic Route of 38838-06-1

The Article related to preparation ticagrelor key intermediate, Heterocyclic Compounds (More Than One Hetero Atom): Dioxoles, Oxathioles, Dithioles and other aspects.Synthetic Route of 38838-06-1

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem