Category: 38838-06-1

On October 22, 2015, Li, Wenming; Niu, Youhong; Xiong, De-Cai; Cao, Xiaoping; Ye, Xin-Shan published an article.COA of Formula: C9H15IO4 The title of the article was Highly Substituted Cyclopentane-CMP Conjugates as Potent Sialyltransferase Inhibitors. And the article contained the following:

Sialylconjugates on cell surfaces are involved in many biol. events such as cellular recognition, signal transduction, and immune response. It has been reported that aberrant sialylation at the nonreducing end of glycoconjugates and overexpression of sialyltransferases (STs) in cells are correlated with the malignance, invasion, and metastasis of tumors. Therefore, inhibitors of STs would provide valuable leads for the discovery of antitumor drugs. On the basis of the transition state of the enzyme-catalyzed sialylation reaction, we proposed that the cyclopentane skeleton in its two puckered conformations might mimic the planar structure of the donor (CMP-Neu5Ac) in the transition state. A series of cyclopentane-containing compounds were designed and synthesized by coupling different cyclopentane α-hydroxyphosphonates with cytidine phosphoramidite. Their inhibitory activities against recombinant human ST6Gal-I were assayed, and a potent inhibitor (I) with a Ki of 0.028±0.006 μM was identified. The results show that the cyclopentanoid-type compounds could become a new type of sialyltransferase inhibitors as biol. probes or drug leads. 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 sialyltransferase inhibitor cyclopentane cmp conjugate preparation sar cancer metastasis, Pharmacology: Structure-Activity and other aspects.COA of Formula: C9H15IO4

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

Phillips, Jeannie R. published an article in 2001, the title of the article was Thiolacetic acid.Synthetic Route of 38838-06-1 And the article contains the following content:

Properties, handling and applications of thiolacetic acid in conjugate addition, selective acylation, SN2 substitution reactions, etc., were reviewed. 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 review thiolacetic acid conjugate addition nucleophilic addition acylation safety, Aliphatic Compounds: Reviews and other aspects.Synthetic Route of 38838-06-1

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

On October 9, 1991, Barrett, Anthony G. M.; Melcher, Laura M. 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 Tetraphenyl distibine: a most useful reagent for discriminating radical reactions. And the article contained the following:

6-Deoxy-6-iodo-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose I (X = iodo) and (tetrahydro-2H-pyran-2-yl)methyl iodide reacted rapidly with Ph2SbSbPh2 on irradiation to give the air stable alkyl(diphenyl)stibines I (X = SbPh2) and RCH2SbPh2 (R = tetrahydro-2H-pyran-2-yl). In contrast, Me 5-deoxy-5-iodo-2,3-O-isopropylidene-β-D-ribofuranoside II (X = iodo) and (tetrahydro-2-furanyl)methyl iodide reacted only very slowly with Ph2SbSbPh2 under identical conditions to provide the very air sensitive stibines II (X = Ph2Sb) and RCH2SbPh2 (R = tetrahydrofuran-2-yl). Air oxidation of the latter gave Me 2,3-O-isopropylidene-β-D-ribofuranoside and tetrahydrofurfuryl alc. resp., whereas oxidation of I (X = SbPh2) using H2O2 I (X = OH). Lewis base coordination of diphenylantimony (II) [Ph2Sb•] is proposed to account for this highly selective radical chem. 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 distibine tetraphenyl radical substitution iododeoxygalactopyranose, ribofuranoside iododeoxy homolytic substitution distibine, chemoselective homolytic stibylation, Carbohydrates: Glycosides 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

Secrist, John A. III; Wu, Shang-Ren published an article in 1977, the title of the article was Generation and reactivity of an unstabilized carbohydrate phosphorane.Computed Properties of 38838-06-1 And the article contains the following content:

The ylide (I) of the phosphonioribofuranoside II was prepared by treating Me 5-deoxy-5-iodo-2,3-O-isopropylidene-β-D-ribofuranoside with Ph3P in sulfolane at 110° for several days and subsequent treatment with BuLi. Condensation of I with RCHO (R = Ph, 4-ClC6H4, 4-MeOC6H4, PhCH2CH2, Pr, Bu) gave the olefins III with α-L-lyxo conformations, resulting from epimerizatin of the ylide prior to reaction. Treating I with cationic Dowex 50 gave the self-condensation product IV. 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 ylide phosphonioribofuranoside wittig, alkylidenedeoxylyxofuranoside, benzlidenedeoxylyxofuranoside, epimerization ylide ribofuranoside, Carbohydrates: Glycosides and other aspects.Computed Properties of 38838-06-1

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

On August 31, 1994, Mootoo, David; Wilson, Phyllis; Jammalamadaka, Vasu published an article.Recommanded Product: 38838-06-1 The title of the article was Application of the Keck radical coupling reaction to the preparation of allylated C5 furanosides and C6 pyranosides. And the article contained the following:

Allylated C5 furanosides, e.g. I, and C6 pyranosides, e.g. II, were prepared from known monosaccharide diol or polyol derivatives via a reaction sequence involving the initial selective formation of the primary iodide followed by application of the Keck allyl radical coupling reaction. Although the yields of the products in the coupling reaction were somewhat modest (usually 55-65%), the protocol was applicable to a variety of substrates, including sterically crowded cases, is exptl. simple and suitable for large scale preparations 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 monosaccharide keck homolytic coupling, keck allylation iodination monosaccharide, glycoside pyranoside furanoside, Carbohydrates: Glycosides and other aspects.Recommanded Product: 38838-06-1

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

Hanessian, S.; Lavallee, P. published an article in 1976, the title of the article was Direct replacement of primary hydroxyl groups by halogen.Name: (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole And the article contains the following content:

Approx. 1:1 Ph3P and N-halosuccinimide (halo = Br, Cl, iodo) in DMF gave selective halogenation of primary OH groups in polyols. Thus, addition of Ph3P to Me 2,3-O-isopropylidene-β-D-ribofuranoside and N-iodosuccinimide in DMF yielded 71% Me 5-deoxy-5-iodo-2,3-O-isopropylidene-β-D-ribofuranoside. Similarly prepared were Me 2,3,4-tri-O-acetyl-6-bromo-6-deoxy-α-D-glucopyranoside, 5′-bromo-5′-deoxy-2′,3′-O-isopropylideneuridine, and 6-bromo-6-deoxy-α,α-trehalose heptoacetate. 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 hydroxyl group halogenation selective, glycoside selective halogenation, nucleoside selective halogenation, Carbohydrates: Glycosides 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 March 31, 1998, Oshikawa, Tatsuo; Yamashita, Mitsuji; Seo, Kuniaki; Hamauzu, Yoshihiro published an article.Recommanded Product: 38838-06-1 The title of the article was X-ray single crystal structure analyses of 5-deoxy-5-C-(alkylphosphinyl)-glucopyranose. And the article contained the following:

X-ray crystallog. analyses were performed on single crystals of 1,2,3,4-tetra-O-acetyl-5-deoxy-5-C-(isopropylphosphinyl)-D-ribopyranoses, 1,2,3,4-tetra-O-acetyl-5-deoxy-5-C-(isopropylphosphinyl)-D-xylopyranoses, and 1,2,4-tri-O-acetyl-5-deoxy-3-O-methyl-5-C-(phenylphosphinyl)-D-ribopyranoses. These compounds have the (RP) configuration at the phosphorus atom with the 4C1 conformation of the pyranose ring, and the conformation supported by NMR studies. 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 mol structure deoxyalkylphosphinylglucopyranose, crystal structure deoxyalkylphosphinylglucopyranose, Carbohydrates: Glycosides and other aspects.Recommanded Product: 38838-06-1

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

On November 5, 1993, Blanchard, Pierre; Da Silva, Adilson D.; El Kortbi, Mohammed S.; Fourrey, Jean Louis; Robert-Gero, Malka published an article.Formula: C9H15IO4 The title of the article was Zinc-iron couple induced conjugate addition of alkyl halide derived radicals to activated olefins. And the article contained the following:

Addition of halo glycosides, e.g. I (R = iodo), with olefins, e.g. CH2:CHCO2Me, in the presence of Zn-Fe gave the corresponding glycosides, e.g. I (R = CH2CH2CO2Me),. 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).Formula: C9H15IO4

The Article related to haloalkane addition glycoside zinc iron catalyst, homolytic addition halo glycoside olefin, Carbohydrates: Glycosides and other aspects.Formula: C9H15IO4

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

On July 6, 1990, Musicki, Branislav; Widlanski, Theodore S. published an article.Recommanded Product: 38838-06-1 The title of the article was Synthesis of carbohydrate sulfonates and sulfonate esters. And the article contained the following:

The reaction of α-lithio sulfonate esters with primary carbohydrates iodides provides a facile route to sulfonate analogs of important carbohydrate phosphates such as glucose 6-phosphate, ribose 5-phosphate, and uridine 5-phosphate. This method also facilitates the synthesis of complex sulfonate esters. Thus, reaction of Me glycoside I with Me2CHO3SCH2Li gave sugar II after 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).Recommanded Product: 38838-06-1

The Article related to carbohydrate sulfonate ester, lithiomethylsulfonate alkylation iodoribopyranoside, ribose phosphate sulfonate analog, Carbohydrates: Glycosides and other aspects.Recommanded Product: 38838-06-1

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

On November 15, 1979, Garegg, Per J.; Samuelsson, Bertil published an article.Recommanded Product: 38838-06-1 The title of the article was Novel reagent system for converting a hydroxy group into an iodo group in carbohydrates with inversion of configuration. And the article contained the following:

Primary and secondary OH groups were converted into iodo groups, with inversion of configuration, by heating with Ph3P/iodine/imidazole (reagent A) or Ph3P/2,4,5-triiodoimidazole (reagent B) in PhMe at elevated temperature Iodine was introduced at the 2-position in hexopyranosides by these methods. E.g., Me 3,4,6-tri-O-benzyl-α-D-mannopyranoside gave 67 and 82% Me 3,4,6-tri-O-benzyl-2-deoxy-2-iodo-α-D-glucopyranoside by treatment with reagents A and B, resp. 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 hydroxyl conversion iodo carbohydrate, iodination carbohydrate, Carbohydrates: Monosaccharides, Glycals and other aspects.Recommanded Product: 38838-06-1

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