4-methoxyphenyl 2-O-acetyl-3-O-allyl-6-O-tert-butyldiphenylsilyl-β-D-galactopyranoside

Base Information

• Chemical Name: 4-methoxyphenyl 2-O-acetyl-3-O-allyl-6-O-tert-butyldiphenylsilyl-β-D-galactopyranoside
• CAS No.: 343254-40-0
• Molecular Formula: C₃₄H₄₂O₈Si
• Molecular Weight: 606.788

Synonyms:4-methoxyphenyl 2-O-acetyl-3-O-allyl-6-O-tert-butyldiphenylsilyl-β-D-galactopyranoside

Chemical Property of 4-methoxyphenyl 2-O-acetyl-3-O-allyl-6-O-tert-butyldiphenylsilyl-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

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Technology Process of 4-methoxyphenyl 2-O-acetyl-3-O-allyl-6-O-tert-butyldiphenylsilyl-β-D-galactopyranoside

There total 2 articles about 4-methoxyphenyl 2-O-acetyl-3-O-allyl-6-O-tert-butyldiphenylsilyl-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: 85.0%

tert-butylchlorodiphenylsilane (58479-61-1) + 4-methoxyphenyl 2,4,6-O-tri-O-acetyl-3-O-allyl-β-D-galactopyranoside (343254-39-7) → 4-methoxyphenyl 3-O-allyl-6-O-tert-butyldiphenylsilyl-β-D-galactopyranoside + 4-methoxyphenyl 2-O-acetyl-3-O-allyl-6-O-tert-butyldiphenylsilyl-β-D-galactopyranoside (343254-40-0)

Guidance literature:

4-methoxyphenyl 2,4,6-O-tri-O-acetyl-3-O-allyl-β-D-galactopyranoside; With triethylamine; In methanol; water; at 20 ℃; for 16h;

tert-butylchlorodiphenylsilane; With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; Further stages.;

DOI:10.1021/jo001540h

Reference yield:

p-methoxyphenyl 3-O-allyl-β-D-galactopyranoside (144985-19-3) → 4-methoxyphenyl 2-O-acetyl-3-O-allyl-6-O-tert-butyldiphenylsilyl-β-D-galactopyranoside (343254-40-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: pyridine

2.1: Et₃N / methanol; H₂O / 16 h / 20 °C

2.2: 85 percent / imidazole / dimethylformamide / 20 °C

With triethylamine; In pyridine; methanol; water;

DOI:10.1021/jo001540h

Reference yield: 97.0%

4-methyl-benzoyl chloride (874-60-2) + 4-methoxyphenyl 2-O-acetyl-3-O-allyl-6-O-tert-butyldiphenylsilyl-β-D-galactopyranoside (343254-40-0) → 4-methoxyphenyl 2-O-acetyl-3-O-allyl-6-O-tert-butyldiphenylsilyl-4-O-(4-methylbenzoyl)-β-D-galactopyranoside (343254-42-2)

Guidance literature:

With dmap; In pyridine;

DOI:10.1021/jo001540h

upstream raw materials:

tert-butylchlorodiphenylsilane

4-methoxyphenyl 2,4,6-O-tri-O-acetyl-3-O-allyl-β-D-galactopyranoside

p-methoxyphenyl 3-O-allyl-β-D-galactopyranoside

Downstream raw materials:

4-methoxyphenyl 2-O-acetyl-3-O-allyl-6-O-tert-butyldiphenylsilyl-4-O-(4-methylbenzoyl)-β-D-galactopyranoside

4-methoxyphenyl 2-O-acetyl-6-O-tert-butyldiphenylsilyl-4-O-(4-methylbenzoyl)-β-D-galactopyranoside

4-methoxyphenyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-2-O-acetyl-6-O-tert-butyldiphenylsilyl-4-O-(4-methylbenzoyl)-β-D-galactopyranoside

O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-2-O-acetyl-6-O-tert-butyldiphenylsilyl-4-O-(4-methylbenzoyl)-D-galactopyranosyl trichloroacetimidate

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