phenylsulfenyl 3-(2',3'-di-O-benzyl-4',6'-O-benzylidene)-β-D-glucopyranoside

Base Information

• Chemical Name: phenylsulfenyl 3-(2',3'-di-O-benzyl-4',6'-O-benzylidene)-β-D-glucopyranoside
• CAS No.: 219586-38-6
• Molecular Formula: C₃₃H₃₂O₆S
• Molecular Weight: 556.679

Synonyms:phenylsulfenyl 3-(2',3'-di-O-benzyl-4',6'-O-benzylidene)-β-D-glucopyranoside

Chemical Property of phenylsulfenyl 3-(2',3'-di-O-benzyl-4',6'-O-benzylidene)-β-D-glucopyranoside

Chemical Property:

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Technology Process of phenylsulfenyl 3-(2',3'-di-O-benzyl-4',6'-O-benzylidene)-β-D-glucopyranoside

There total 3 articles about phenylsulfenyl 3-(2',3'-di-O-benzyl-4',6'-O-benzylidene)-β-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: 98.0%

S-phenyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-β-D-glucopyranoside (87470-70-0) → phenylsulfenyl 3-(2',3'-di-O-benzyl-4',6'-O-benzylidene)-β-D-glucopyranoside (219586-38-6)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 5h;

DOI:10.1016/S0008-6215(98)00218-3

Reference yield:

(2R,4aR,6S,7R,8R,8aS)-2-Phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol (71676-30-7,87508-18-7,138922-03-9,87508-17-6) → phenylsulfenyl 3-(2',3'-di-O-benzyl-4',6'-O-benzylidene)-β-D-glucopyranoside (219586-38-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / sodium hydride / tetrahydrofuran / Heating

2: 98 percent / 85percent m-chloroperbenzoic acid / CH₂Cl₂ / 5 h / 0 °C

With sodium hydride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0008-6215(98)00218-3

Reference yield:

benzyl bromide (100-39-0) → phenylsulfenyl 3-(2',3'-di-O-benzyl-4',6'-O-benzylidene)-β-D-glucopyranoside (219586-38-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / sodium hydride / tetrahydrofuran / Heating

2: 98 percent / 85percent m-chloroperbenzoic acid / CH₂Cl₂ / 5 h / 0 °C

With sodium hydride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0008-6215(98)00218-3

upstream raw materials:

S-phenyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-β-D-glucopyranoside

(2R,4aR,6S,7R,8R,8aS)-2-Phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

benzyl bromide

Downstream raw materials:

(2R,4aR,6R,7R,8S,8aR)-6-((2R,3R,4R,5S,6S)-2-Allyloxy-4,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-3-yloxy)-7,8-bis-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

3-(2',3'-di-O-benzyl-4',6'-O-benzylidene-α-D-glucopyranosyl)-1-propene

C₇₃H₇₈N₂O₁₇S

C₇₂H₇₈O₁₆

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