phenyl 2,3-di-O-benzyl-6,7-dideoxy-4-O-(p-methoxybenzyl)-α-D-thiohept-6-enopyranoside

Base Information

Chemical Name:phenyl 2,3-di-O-benzyl-6,7-dideoxy-4-O-(p-methoxybenzyl)-α-D-thiohept-6-enopyranoside
CAS No.:850647-87-9
Molecular Formula:C₃₅H₃₆O₅S
Molecular Weight:568.734
Hs Code.:

Synonyms:phenyl 2,3-di-O-benzyl-6,7-dideoxy-4-O-(p-methoxybenzyl)-α-D-thiohept-6-enopyranoside

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Chemical Property of phenyl 2,3-di-O-benzyl-6,7-dideoxy-4-O-(p-methoxybenzyl)-α-D-thiohept-6-enopyranoside

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Technology Process of phenyl 2,3-di-O-benzyl-6,7-dideoxy-4-O-(p-methoxybenzyl)-α-D-thiohept-6-enopyranoside

There total 4 articles about phenyl 2,3-di-O-benzyl-6,7-dideoxy-4-O-(p-methoxybenzyl)-α-D-thiohept-6-enopyranoside 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: 65.0%

: 850647-86-8
phenyl 2,3-di-O-benzyl-4-O-(p-methoxybenzyl)-α-D-thiomannopyranoside

: 1779-49-3
Methyltriphenylphosphonium bromide

: phenyl 2,3-di-O-benzyl-4,6,7-trideoxy-α-D-thiohept-4,6-dienopyranoside

: 850647-87-9
phenyl 2,3-di-O-benzyl-6,7-dideoxy-4-O-(p-methoxybenzyl)-α-D-thiohept-6-enopyranoside

Guidance literature:: phenyl 2,3-di-O-benzyl-4-O-(p-methoxybenzyl)-α-D-thiomannopyranoside; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -50 ℃; for 1h;

Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at -40 ℃; for 1h;
DOI:10.1021/ja061594u

Reference yield:

: 808762-01-8
phenyl 2,3-di-O-benzyl-4,6-O-p-methoxybenzylidene-1-thio-α-D-mannopyranoside

: 850647-87-9
phenyl 2,3-di-O-benzyl-6,7-dideoxy-4-O-(p-methoxybenzyl)-α-D-thiohept-6-enopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: 90 percent / DIBAL-H / CH₂Cl₂; toluene / 5 h / -78 - 0 °C

2.1: oxalyl chloride; DMSO / CH₂Cl₂ / 1 h / -50 °C

2.2: 65 percent / nBuLi / tetrahydrofuran; hexane / 1 h / -40 °C

With oxalyl dichloride; diisobutylaluminium hydride; dimethyl sulfoxide; In dichloromethane; toluene;
DOI:10.1021/ja061594u