phenyl (6-O-benzyl-2-O-benzoyl-1-thio-β-D-galactopyranoside)

Base Information

• Chemical Name: phenyl (6-O-benzyl-2-O-benzoyl-1-thio-β-D-galactopyranoside)
• CAS No.: 258286-51-0
• Molecular Formula: C₂₆H₂₈O₅S
• Molecular Weight: 452.571
• Mol file: 258286-51-0.mol

Synonyms:phenyl (6-O-benzyl-2-O-benzoyl-1-thio-β-D-galactopyranoside)

Chemical Property of phenyl (6-O-benzyl-2-O-benzoyl-1-thio-β-D-galactopyranoside)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenyl (6-O-benzyl-2-O-benzoyl-1-thio-β-D-galactopyranoside)

There total 8 articles about phenyl (6-O-benzyl-2-O-benzoyl-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: 97.0%

phenyl 2,6-di-O-benzyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside (124476-96-6) → phenyl (6-O-benzyl-2-O-benzoyl-1-thio-β-D-galactopyranoside) (258286-51-0)

Guidance literature:

With acetic acid; at 80 ℃; for 0.166667h;

DOI:10.1016/s0040-4020(99)00869-8

Reference yield:

phenyl 3,4-O-isopropylidene-1-thio-β-D-galactopyranoside (120095-47-8) → phenyl (6-O-benzyl-2-O-benzoyl-1-thio-β-D-galactopyranoside) (258286-51-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / NaH / dimethylformamide / 0 - 20 °C

2: 91 percent / AcOH / H₂O / 4 h / 80 °C

With sodium hydride; acetic acid; In water; N,N-dimethyl-formamide;

DOI:10.1016/S0008-6215(02)00159-3

Reference yield:

1-deoxy-1-(phenylthio)-2,3,4,6-tetra-O-acetyl-β-D-galactopyranose (13992-16-0,23661-28-1,28512-68-7,65236-85-3,86782-39-0,108032-93-5,121524-01-4,121570-34-1,24404-53-3) → phenyl (6-O-benzyl-2-O-benzoyl-1-thio-β-D-galactopyranoside) (258286-51-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 5.99 g / NaOMe / methanol / 2 h / pH 9

2: 50 percent / TsOH*H₂O / CH₂Cl₂ / 3 h

3: 86 percent / NaH / dimethylformamide / 0 - 20 °C

4: 91 percent / AcOH / H₂O / 4 h / 80 °C

With sodium methylate; sodium hydride; toluene-4-sulfonic acid; acetic acid; In methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/S0008-6215(02)00159-3

upstream raw materials:

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

1-deoxy-1-(phenylthio)-2,3,4,6-tetra-O-acetyl-β-D-galactopyranose

D-galactose pentaacetate

benzyl bromide

Downstream raw materials:

phenyl 2,6-di-O-benzyl-3-O-p-methoxybenzyl-1-thio-β-D-galactopyranoside

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

thiophenyl-2,3,4,6-tetra-O-benzyl-β-D-galactopyranoside

C₅₂H₅₈O₁₃