1-O-(4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-3-deoxy-2(S)-glycerol

Base Information

Chemical Name:1-O-(4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-3-deoxy-2(S)-glycerol
CAS No.:89401-31-0
Molecular Formula:C₃₉H₄₄O₈
Molecular Weight:640.774
Hs Code.:

Synonyms:1-O-(4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-3-deoxy-2(S)-glycerol

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Chemical Property of 1-O-(4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-3-deoxy-2(S)-glycerol

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Technology Process of 1-O-(4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-3-deoxy-2(S)-glycerol

There total 5 articles about 1-O-(4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-3-deoxy-2(S)-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: 32.0%

: 61236-95-1
Acetic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-bromo-tetrahydro-pyran-3-yl ester

: 33106-64-8
(S)-2-(benzyloxy)propan-1-ol

: 89401-31-0
1-O-(4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-3-deoxy-2(S)-glycerol

Guidance literature:: With 4 A molecular sieve; tetraethylammonium bromide; In 1,2-dichloro-ethane; at 70 ℃; for 72h;
DOI:10.1016/0008-6215(83)88494-8

Reference yield:

: 61236-95-1
Acetic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-bromo-tetrahydro-pyran-3-yl ester

: 33106-64-8
(S)-2-(benzyloxy)propan-1-ol

: 89401-31-0
1-O-(4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-3-deoxy-2(S)-glycerol

: 1-O-(4-O-acetyl-2,3,6-tri-O-benzyl-β-D-glucopyranosyl)-3-deoxy-2(S)-glycerol

Guidance literature:: With 4 A molecular sieve; mercury dibromide; In 1,2-dichloro-ethane; at 20 ℃; for 16h;

Reference yield:

: 84218-70-2
allyl 4-O-acetyl-2,3,6-tri-O-benzyl-β-D-glucopyranoside

: 89401-31-0
1-O-(4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-3-deoxy-2(S)-glycerol

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) PdCl₂, AcONa-aq. AcOH 2.) triphenylphosphine / 2.) carbon tetrabromide

2: 32 percent / Et₄NBr, molecular sieves 4A / 1,2-dichloro-ethane / 72 h / 70 °C

With 4 A molecular sieve; tetraethylammonium bromide; sodium acetate; acetic acid; triphenylphosphine; palladium dichloride; In 1,2-dichloro-ethane;
DOI:10.1016/0008-6215(83)88494-8