methyl 6-O-tert-butyldiphenylsilyl-2,3,4-tri-O-(4-methylbenzoyl)-1-thio-β-D-galactopyranoside

Base Information

• Chemical Name: methyl 6-O-tert-butyldiphenylsilyl-2,3,4-tri-O-(4-methylbenzoyl)-1-thio-β-D-galactopyranoside
• CAS No.: 244022-43-3
• Molecular Formula: C₄₇H₅₀O₈SSi
• Molecular Weight: 803.061

Synonyms:methyl 6-O-tert-butyldiphenylsilyl-2,3,4-tri-O-(4-methylbenzoyl)-1-thio-β-D-galactopyranoside

Chemical Property of methyl 6-O-tert-butyldiphenylsilyl-2,3,4-tri-O-(4-methylbenzoyl)-1-thio-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

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Technology Process of methyl 6-O-tert-butyldiphenylsilyl-2,3,4-tri-O-(4-methylbenzoyl)-1-thio-β-D-galactopyranoside

There total 4 articles about methyl 6-O-tert-butyldiphenylsilyl-2,3,4-tri-O-(4-methylbenzoyl)-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: 86.0%

4-methyl-benzoyl chloride (874-60-2) + methyl 6-O-(tert-butyldiphenylsilyl)-1-thio-β-D-galactopyranoside (151072-06-9) → methyl 6-O-tert-butyldiphenylsilyl-2,3,4-tri-O-(4-methylbenzoyl)-1-thio-β-D-galactopyranoside (244022-43-3)

Guidance literature:

With pyridine;

DOI:10.1016/S0960-894X(99)00300-5

Reference yield:

methyl 1-thio-β-D-galactopyranoside (155-30-6) → methyl 6-O-tert-butyldiphenylsilyl-2,3,4-tri-O-(4-methylbenzoyl)-1-thio-β-D-galactopyranoside (244022-43-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / imidazole / dimethylformamide / 4 h

2: 86 percent / DMAP / pyridine / 60 - 70 °C

With 1H-imidazole; dmap; In pyridine; N,N-dimethyl-formamide;

DOI:10.1021/jo001540h

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → methyl 6-O-tert-butyldiphenylsilyl-2,3,4-tri-O-(4-methylbenzoyl)-1-thio-β-D-galactopyranoside (244022-43-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / imidazole / dimethylformamide / 4 h

2: 86 percent / DMAP / pyridine / 60 - 70 °C

With 1H-imidazole; dmap; In pyridine; N,N-dimethyl-formamide;

DOI:10.1021/jo001540h

upstream raw materials:

4-methyl-benzoyl chloride

methyl 6-O-(tert-butyldiphenylsilyl)-1-thio-β-D-galactopyranoside

tert-butylchlorodiphenylsilane

methyl 1-thio-β-D-galactopyranoside

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