phenyl (3-azido-2,3-dideoxy-4-trimethylsilyl-α-L-fucopyranosyl)-(1-4)-3-azido-2,3-dideoxy-1-thio-α-L-fucopyranoside

Base Information

Chemical Name:phenyl (3-azido-2,3-dideoxy-4-trimethylsilyl-α-L-fucopyranosyl)-(1-4)-3-azido-2,3-dideoxy-1-thio-α-L-fucopyranoside
CAS No.:264626-91-7
Molecular Formula:C₂₁H₃₂N₆O₄SSi
Molecular Weight:492.674
Hs Code.:

Synonyms:phenyl (3-azido-2,3-dideoxy-4-trimethylsilyl-α-L-fucopyranosyl)-(1-4)-3-azido-2,3-dideoxy-1-thio-α-L-fucopyranoside

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Chemical Property of phenyl (3-azido-2,3-dideoxy-4-trimethylsilyl-α-L-fucopyranosyl)-(1-4)-3-azido-2,3-dideoxy-1-thio-α-L-fucopyranoside

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Technology Process of phenyl (3-azido-2,3-dideoxy-4-trimethylsilyl-α-L-fucopyranosyl)-(1-4)-3-azido-2,3-dideoxy-1-thio-α-L-fucopyranoside

There total 1 articles about phenyl (3-azido-2,3-dideoxy-4-trimethylsilyl-α-L-fucopyranosyl)-(1-4)-3-azido-2,3-dideoxy-1-thio-α-L-fucopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 44.0%

: 264626-89-3
(2S,3S,4S,6S)-4-Azido-2-methyl-6-phenylsulfanyl-tetrahydro-pyran-3-ol

: 264626-90-6
((2S,3S,4S)-4-Azido-6-benzenesulfinyl-2-methyl-tetrahydro-pyran-3-yloxy)-trimethyl-silane

: phenyl (3-azido-2,3-dideoxy-α-L-fucopyranosyl)-(1-4)-3-azido-2,3-dideoxy-1-thio-α-L-fucopyranoside

: 264626-91-7
phenyl (3-azido-2,3-dideoxy-4-trimethylsilyl-α-L-fucopyranosyl)-(1-4)-3-azido-2,3-dideoxy-1-thio-α-L-fucopyranoside

: 264626-92-8
phenyl [[(3-azido-2,3-dideoxy-4-trimethylsilyl-α-L-fucopyranosyl)]-(1-4)-(3-azido-2,3-dideoxy-α-L-fucopyranosyl)]-(1-4)-3-azido-2,3-dideoxy-1-thio-α-L-fucopyranoside

Guidance literature:: With 2,6-di-tert-butyl-4-methylpyridine; trifluoromethylsulfonic anhydride; 4 A molecular sieve; In dichloromethane; toluene; at -78 ℃; for 0.25h;
DOI:10.1021/ja992513f

Reference yield: 85.0%

: 264626-91-7
phenyl (3-azido-2,3-dideoxy-4-trimethylsilyl-α-L-fucopyranosyl)-(1-4)-3-azido-2,3-dideoxy-1-thio-α-L-fucopyranoside

: 264626-94-0
[(2S,3S,4S,6S)-4-Azido-6-((2S,3S,4S,6S)-4-azido-6-benzenesulfinyl-2-methyl-tetrahydro-pyran-3-yloxy)-2-methyl-tetrahydro-pyran-3-yloxy]-trimethyl-silane

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -42 - -20 ℃;
DOI:10.1021/ja992513f

Reference yield:

: 264626-91-7
phenyl (3-azido-2,3-dideoxy-4-trimethylsilyl-α-L-fucopyranosyl)-(1-4)-3-azido-2,3-dideoxy-1-thio-α-L-fucopyranoside

: 264626-96-2
4-azido-6-(4-azido-6-{4-azido-6-[4-azido-6-(4-azido-2-methyl-6-phenylsulfanyl-tetrahydro-pyran-3-yloxy)-2-methyl-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-3-yloxy}-2-methyl-tetrahydro-pyran-3-yloxy)-2-methyl-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / 3-chloroperoxybenzoic acid / CH₂Cl₂ / -42 - -20 °C

2: 74 percent / triflic anhydride; 4 Angstroem molecular sieves / CH₂Cl₂; diethyl ether / 0.25 h / -78 °C

3: 90 percent / pyridinium hydrofluoride / tetrahydrofuran / 1 h

With trifluoromethylsulfonic anhydride; 4 A molecular sieve; pyridine hydrogenfluoride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; diethyl ether; dichloromethane; 1: Oxidation / 2: Condensation / 3: desilylation;
DOI:10.1021/ja992513f