Phenyl 2,3-bis-O-(phenylmethyl)-4,6-O-(phenylmethylene)-1-thio-beta-D-glucopyranoside

Base Information

• Chemical Name: Phenyl 2,3-bis-O-(phenylmethyl)-4,6-O-(phenylmethylene)-1-thio-beta-D-glucopyranoside
• CAS No.: 129171-17-1
• Molecular Formula: C33H32O5S
• Molecular Weight: 0
• Mol file: 129171-17-1.mol

Synonyms:Phenyl 2,3-bis-O-(phenylmethyl)-4,6-O-(phenylmethylene)-1-thio-beta-D-glucopyranoside

Chemical Property of Phenyl 2,3-bis-O-(phenylmethyl)-4,6-O-(phenylmethylene)-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)-4,6-O-(phenylmethylene)-1-thio-beta-D-glucopyranoside

There total 19 articles about Phenyl 2,3-bis-O-(phenylmethyl)-4,6-O-(phenylmethylene)-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: 90.0%

benzyl bromide (100-39-0) + phenyl 4,6-O-benzylidene-1-thio-β-D-glucopyranoside (71676-30-7) → S-phenyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thia-β-D-glucopyranoside (129171-17-1)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; Ambient temperature;

DOI:10.1016/S0008-6215(00)90552-4

Reference yield: 56.0%

benzyl bromide (100-39-0) + S-phenyl 4,6-O-benzylidene-1-deoxy-1-thiaglucopyranoside → S-phenyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thia-β-D-glucopyranoside (129171-17-1) + S-phenyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thia-α-D-glucopyranoside (87470-70-0,87470-72-2,129171-17-1,144830-21-7)

Guidance literature:

With sodium hydride; In tetrahydrofuran; for 4h; Heating;

DOI:10.1021/jo990243d

Reference yield: 56.0%

benzyl bromide (100-39-0) + S-phenyl 4,6-O-benzylidene-1-deoxy-1-thiaglucopyranoside → S-phenyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thia-β-D-glucopyranoside (129171-17-1) + S-phenyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thia-α-D-glucopyranoside (87470-70-0,87470-72-2,129171-17-1,144830-21-7)

Guidance literature:

With sodium hydride; In tetrahydrofuran; for 4h; Heating;

DOI:10.1021/jo990243d

upstream raw materials:

benzyl bromide

phenyl 4,6-O-benzylidene-1-thio-β-D-glucopyranoside

phenyl 1-thio-D-glucopyranoside

phenyl 2,3,4,6-tetra-O-acetyl-1-thio-α,β-D-glucopyranoside

Downstream raw materials:

Phenyl 2,3-Di-O-benzyl-1-thio-β-D-glucopyranoside

2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl phenyl sulfone

methyl 2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranoside

methyl 2,3-di-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside