phenyl 2-O-acetyl-6-O-(tert-butyl(diphenyl)silyl)-1-thio-β-D-galactopyranoside

Base Information

• Chemical Name: phenyl 2-O-acetyl-6-O-(tert-butyl(diphenyl)silyl)-1-thio-β-D-galactopyranoside
• CAS No.: 653572-75-9
• Molecular Formula: C₃₀H₃₆O₆SSi
• Molecular Weight: 552.764
• Mol file: 653572-75-9.mol

Synonyms:phenyl 2-O-acetyl-6-O-(tert-butyl(diphenyl)silyl)-1-thio-β-D-galactopyranoside

Chemical Property of phenyl 2-O-acetyl-6-O-(tert-butyl(diphenyl)silyl)-1-thio-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenyl 2-O-acetyl-6-O-(tert-butyl(diphenyl)silyl)-1-thio-β-D-galactopyranoside

There total 5 articles about phenyl 2-O-acetyl-6-O-(tert-butyl(diphenyl)silyl)-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: 92.0%

phenyl 2-O-acetyl-6-O-(tert-butyl(diphenyl)silyl)-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside (653572-74-8) → phenyl 2-O-acetyl-6-O-(tert-butyl(diphenyl)silyl)-1-thio-β-D-galactopyranoside (653572-75-9)

Guidance literature:

With acetic acid; at 80 ℃; for 1h;

DOI:10.1081/CAR-120026456

Reference yield:

1-thiophenyl-β-D-galactopyranoside (16758-34-2) → phenyl 2-O-acetyl-6-O-(tert-butyl(diphenyl)silyl)-1-thio-β-D-galactopyranoside (653572-75-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 73 percent / pyridine / 3 h / 25 °C

2: 77.9 percent / 10-camphorsulfonic acid / dimethylformamide / 12 h / 20 °C

3: 93 percent / pyridine / 3 h

4: 92 percent / acetic acid / 1 h / 80 °C

With pyridine; (1S)-10-camphorsulfonic acid; acetic acid; In N,N-dimethyl-formamide;

DOI:10.1081/CAR-120026456

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → phenyl 2-O-acetyl-6-O-(tert-butyl(diphenyl)silyl)-1-thio-β-D-galactopyranoside (653572-75-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 73 percent / pyridine / 3 h / 25 °C

2: 77.9 percent / 10-camphorsulfonic acid / dimethylformamide / 12 h / 20 °C

3: 93 percent / pyridine / 3 h

4: 92 percent / acetic acid / 1 h / 80 °C

With pyridine; (1S)-10-camphorsulfonic acid; acetic acid; In N,N-dimethyl-formamide;

DOI:10.1081/CAR-120026456

upstream raw materials:

phenyl 2-O-acetyl-6-O-(tert-butyl(diphenyl)silyl)-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside

1-thiophenyl-β-D-galactopyranoside

tert-butylchlorodiphenylsilane

phenyl 6-O-(tert-butyl(diphenyl)silyl)-1-thio-β-D-galactopyranoside

Downstream raw materials:

phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl(1->3)-2-O-acetyl-6-O-(tert-butyl(diphenyl)silyl)-1-thio-β-D-galactopyranoside

phenyl 2-acetamido-3,4,6-tri-O-benzoyl-2-deoxy-β-D-glucopyranosyl(1->3)-2-O-benzoyl-4,6-O-[(R)-1-(methoxycarbonyl)ethylidene]-1-thio-β-D-galactopyranoside

phenyl 2-acetamido-3,4,6-tri-O-benzoyl-2-deoxy-β-D-glucopyranosyl(1->3)-2-O-benzoyl-1-thio-β-D-galactopyranoside

phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl(1->3)-2-O-acetyl-1-thio-β-D-galactopyranoside