phenyl 2,3-di-O-benzyl-4,6-di-O-benzylidene-1-thio-β-D-galactopyranoside

Base Information

• Chemical Name: phenyl 2,3-di-O-benzyl-4,6-di-O-benzylidene-1-thio-β-D-galactopyranoside
• CAS No.: 144830-21-7
• Molecular Formula: C₃₃H₃₂O₅S
• Molecular Weight: 540.68
• Mol file: 144830-21-7.mol

Synonyms:phenyl 2,3-di-O-benzyl-4,6-di-O-benzylidene-1-thio-β-D-galactopyranoside

Chemical Property of phenyl 2,3-di-O-benzyl-4,6-di-O-benzylidene-1-thio-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenyl 2,3-di-O-benzyl-4,6-di-O-benzylidene-1-thio-β-D-galactopyranoside

There total 17 articles about phenyl 2,3-di-O-benzyl-4,6-di-O-benzylidene-1-thio-β-D-galactopyranoside 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: 100.0%

benzyl bromide (100-39-0) + phenyl 4,6-O-benzylidene-1-thio-β-D-galactopyranoside (138922-03-9) → phenyl 2,3-di-O-benzyl-4,6-di-O-benzylidene-1-thio-β-D-galactopyranoside (144830-21-7)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/ja063247q

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:

benzaldehyde dimethyl acetal (1125-88-8) → 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:

Multi-step reaction with 2 steps

1: 66 percent / CSA / tetrahydrofuran / 4 h / Heating

2: 28 percent / NaH / tetrahydrofuran / 4 h / Heating

With camphor-10-sulfonic acid; sodium hydride; In tetrahydrofuran;

DOI:10.1021/jo990243d

upstream raw materials:

benzaldehyde dimethyl acetal

benzyl bromide

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

phenyl 1-thio-D-glucopyranoside

Downstream raw materials:

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

phenyl 2,3-di-O-benzyl-6-deoxy-4-O-(3,4-di-O-benzyl-2,6-dideoxy-β-D-arabino-hexapyranosyl)-1-thio-β-D-glucopyranoside

thiophenyl 2,3-di-O-benzyl-α-D-glucopyranoside

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