Phenyl 2,3-bis-O-(phenylmethyl)-1-thio-beta-D-glucopyranoside

Base Information

• Chemical Name: Phenyl 2,3-bis-O-(phenylmethyl)-1-thio-beta-D-glucopyranoside
• CAS No.: 129081-01-2
• Molecular Formula: C26H28O5S
• Molecular Weight: 452.571
• Mol file: 129081-01-2.mol

Synonyms:Phenyl 2,3-bis-O-(phenylmethyl)-1-thio-beta-D-glucopyranoside

Chemical Property of Phenyl 2,3-bis-O-(phenylmethyl)-1-thio-beta-D-glucopyranoside

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Phenyl 2,3-bis-O-(phenylmethyl)-1-thio-beta-D-glucopyranoside

There total 24 articles about Phenyl 2,3-bis-O-(phenylmethyl)-1-thio-beta-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: 97.0%

S-phenyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-β-D-glucopyranoside (87470-70-0) → Phenyl 2,3-Di-O-benzyl-1-thio-β-D-glucopyranoside (129081-01-2)

Guidance literature:

With (1S)-10-camphorsulfonic acid; In methanol; at 20 ℃; for 48h;

DOI:10.1021/jo051021k

Reference yield: 91.0%

phenyl 2,3-di-O-benzyl-4,6-O-p-methoxybenzylidene-1-thio-β-D-glucopyranoside (692740-54-8) → Phenyl 2,3-Di-O-benzyl-1-thio-β-D-glucopyranoside (129081-01-2)

Guidance literature:

With acetic acid; In tetrahydrofuran; water; at 45 ℃; for 12h; Inert atmosphere;

DOI:10.1021/jo500449h

Reference yield: 90.0%

S-phenyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thia-β-D-glucopyranoside (129171-17-1) → Phenyl 2,3-Di-O-benzyl-1-thio-β-D-glucopyranoside (129081-01-2)

Guidance literature:

With water; acetic acid; at 100 ℃; for 0.5h;

DOI:10.1016/0008-6215(90)84084-8

upstream raw materials:

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

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

(2R,3S,4S,5R,6S)-2-Hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3,4,5-triol

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

Downstream raw materials:

phenyl 2,3-di-O-benzyl-6-deoxy-6-iodo-1-thio-β-D-glucopyranoside

Pent-4-enoic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-pent-4-enoyloxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3-yl ester

Acetic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3-yl ester

Acetic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-6-phenylsulfanyl-tetrahydro-pyran-3-yl ester