3-O-[2-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-3,4-di-O-benzyl-6-O-tert-butyldimethylsilyl-α-D-glucopyranosyl]-1,2-O-isopropylidene-sn-glycerol

Base Information

Chemical Name:3-O-[2-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-3,4-di-O-benzyl-6-O-tert-butyldimethylsilyl-α-D-glucopyranosyl]-1,2-O-isopropylidene-sn-glycerol
CAS No.:313948-44-6
Molecular Formula:C₆₆H₈₂O₁₃Si
Molecular Weight:1111.45
Hs Code.:

3-O-[2-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-3,4-di-O-benzyl-6-O-tert-butyldimethylsilyl-α-D-glucopyranosyl]-1,2-O-isopropylidene-sn-glycerol

Synonyms:3-O-[2-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-3,4-di-O-benzyl-6-O-tert-butyldimethylsilyl-α-D-glucopyranosyl]-1,2-O-isopropylidene-sn-glycerol

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Chemical Property of 3-O-[2-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-3,4-di-O-benzyl-6-O-tert-butyldimethylsilyl-α-D-glucopyranosyl]-1,2-O-isopropylidene-sn-glycerol

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Technology Process of 3-O-[2-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-3,4-di-O-benzyl-6-O-tert-butyldimethylsilyl-α-D-glucopyranosyl]-1,2-O-isopropylidene-sn-glycerol

There total 5 articles about 3-O-[2-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-3,4-di-O-benzyl-6-O-tert-butyldimethylsilyl-α-D-glucopyranosyl]-1,2-O-isopropylidene-sn-glycerol 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: 81.0%

: 22323-82-6,36543-79-0
(S)-(+)-(2,2-dimethyl-[1,3]dioxolan-4-yl)methanol

: 313948-45-7
2-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-3,4-di-O-benzyl-6-O-tert-butyldimethylsilyl-β-D-glucopyranosyl fluoride

: 313948-44-6
3-O-[2-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-3,4-di-O-benzyl-6-O-tert-butyldimethylsilyl-α-D-glucopyranosyl]-1,2-O-isopropylidene-sn-glycerol

Guidance literature:: With 2,6-di-tert-butyl-pyridine; silver perchlorate; tin(ll) chloride; In diethyl ether; at 20 ℃; for 312h;
DOI:10.1016/S0040-4020(00)00793-6

Reference yield:

: 22323-82-6,36543-79-0
(S)-(+)-(2,2-dimethyl-[1,3]dioxolan-4-yl)methanol

: 313948-45-7
2-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-3,4-di-O-benzyl-6-O-tert-butyldimethylsilyl-β-D-glucopyranosyl fluoride

: [(2R,3R,4S,5R,6S)-3,4-Bis-benzyloxy-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-5-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethoxy]-tert-butyl-dimethyl-silane

: 313948-44-6
3-O-[2-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-3,4-di-O-benzyl-6-O-tert-butyldimethylsilyl-α-D-glucopyranosyl]-1,2-O-isopropylidene-sn-glycerol

Guidance literature:: With 2,6-di-tert-butyl-pyridine; silver perchlorate; tin(ll) chloride; In diethyl ether; at 50 ℃; for 40h; Title compound not separated from byproducts;
DOI:10.1016/S0040-4020(00)00793-6

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 313948-44-6
3-O-[2-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-3,4-di-O-benzyl-6-O-tert-butyldimethylsilyl-α-D-glucopyranosyl]-1,2-O-isopropylidene-sn-glycerol

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / imidazole / dimethylformamide / 5 h / 20 °C

2: AgClO₄; SnCl₂; 2,6-di-tert-butylpyridine / diethyl ether / 40 h / 50 °C

With 1H-imidazole; 2,6-di-tert-butyl-pyridine; silver perchlorate; tin(ll) chloride; In diethyl ether; N,N-dimethyl-formamide; 1: silylation / 2: Substitution;
DOI:10.1016/S0040-4020(00)00793-6