phenyl O-(6-O-acetyl-2,3,4-tri-O-benzyl-β-D-glucopyranosyl)-(1->6)-2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside

Base Information

Chemical Name:phenyl O-(6-O-acetyl-2,3,4-tri-O-benzyl-β-D-glucopyranosyl)-(1->6)-2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside
CAS No.:120403-31-8
Molecular Formula:C₆₂H₆₄O₁₁S
Molecular Weight:1017.25
Hs Code.:

Synonyms:phenyl O-(6-O-acetyl-2,3,4-tri-O-benzyl-β-D-glucopyranosyl)-(1->6)-2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside

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Chemical Property of phenyl O-(6-O-acetyl-2,3,4-tri-O-benzyl-β-D-glucopyranosyl)-(1->6)-2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside

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Technology Process of phenyl O-(6-O-acetyl-2,3,4-tri-O-benzyl-β-D-glucopyranosyl)-(1->6)-2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside

There total 9 articles about phenyl O-(6-O-acetyl-2,3,4-tri-O-benzyl-β-D-glucopyranosyl)-(1->6)-2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside 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%

: 4356-78-9
6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl chloride

: 120403-26-1
phenyl 2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside

: 120403-31-8
phenyl O-(6-O-acetyl-2,3,4-tri-O-benzyl-β-D-glucopyranosyl)-(1->6)-2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside

: 120403-33-0
phenyl O-(6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1->6)-2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside

Guidance literature:: With 2,4,6-trimethyl-pyridine; silver perchlorate; In diethyl ether; at -20 ℃; for 0.5h; Title compound not separated from byproducts;
DOI:10.1016/0008-6215(88)80008-9

Reference yield:

: 120403-26-1
phenyl 2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside

: 120444-53-3
6-O-acetyl-2,3,4-tri-O-benzyl-β-D-glucopyranosyl chloride

: 120403-31-8
phenyl O-(6-O-acetyl-2,3,4-tri-O-benzyl-β-D-glucopyranosyl)-(1->6)-2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside

: 120403-33-0
phenyl O-(6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1->6)-2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside

Guidance literature:: With 2,4,6-trimethyl-pyridine; silver perchlorate; In diethyl ether; at -20 ℃; for 0.5h; Title compound not separated from byproducts;
DOI:10.1016/0008-6215(88)80008-9

Reference yield:

: 100-44-7
benzyl chloride

: 120403-31-8
phenyl O-(6-O-acetyl-2,3,4-tri-O-benzyl-β-D-glucopyranosyl)-(1->6)-2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 77 percent / potassium hydroxide / dimethylsulfoxide / 2 h / Ambient temperature

2: 61 percent / p-toluenesulfonic acid / 2 h / 55 - 60 °C

3: silver perchlorate, 2,4,6-trimethylpyridine / diethyl ether / 0.5 h / -20 °C

With 2,4,6-trimethyl-pyridine; potassium hydroxide; silver perchlorate; toluene-4-sulfonic acid; In diethyl ether; dimethyl sulfoxide;
DOI:10.1016/0008-6215(88)80008-9