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

Base Information

• Chemical Name: phenyl 2-O-acetyl-6-O-(tert-butyl(diphenyl)silyl)-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside
• CAS No.: 653572-74-8
• Molecular Formula: C₃₃H₄₀O₆SSi
• Molecular Weight: 592.829

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

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

Chemical Property:

Purity/Quality:

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

There total 4 articles about phenyl 2-O-acetyl-6-O-(tert-butyl(diphenyl)silyl)-3,4-O-isopropylidene-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: 93.0%

acetic anhydride (108-24-7) + phenyl 6-O-[(tert-butyl)diphenylsilyl]-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside (214468-37-8) → phenyl 2-O-acetyl-6-O-(tert-butyl(diphenyl)silyl)-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside (653572-74-8)

Guidance literature:

With pyridine; for 3h;

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)-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside (653572-74-8)

Guidance literature:

Multi-step reaction with 3 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

With pyridine; (1S)-10-camphorsulfonic 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)-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside (653572-74-8)

Guidance literature:

Multi-step reaction with 3 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

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

DOI:10.1081/CAR-120026456

upstream raw materials:

acetic anhydride

phenyl 6-O-[(tert-butyl)diphenylsilyl]-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside

1-thiophenyl-β-D-galactopyranoside

tert-butylchlorodiphenylsilane

Downstream raw materials:

phenyl 2-O-acetyl-6-O-(tert-butyl(diphenyl)silyl)-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

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 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

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