methyl 6-O-(tert-butyldiphenylsilyl)-2,3,4-tris-O-(p-phenylbenzoyl)-β-D-galactopyranoside

Base Information

• Chemical Name: methyl 6-O-(tert-butyldiphenylsilyl)-2,3,4-tris-O-(p-phenylbenzoyl)-β-D-galactopyranoside
• CAS No.: 110319-40-9
• Molecular Formula: C₆₂H₅₆O₉Si
• Molecular Weight: 973.207

Synonyms:methyl 6-O-(tert-butyldiphenylsilyl)-2,3,4-tris-O-(p-phenylbenzoyl)-β-D-galactopyranoside

Chemical Property of methyl 6-O-(tert-butyldiphenylsilyl)-2,3,4-tris-O-(p-phenylbenzoyl)-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

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Technology Process of methyl 6-O-(tert-butyldiphenylsilyl)-2,3,4-tris-O-(p-phenylbenzoyl)-β-D-galactopyranoside

There total 3 articles about methyl 6-O-(tert-butyldiphenylsilyl)-2,3,4-tris-O-(p-phenylbenzoyl)-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%

methyl 6-O-(tert-butyldiphenylsilyl)-β-D-galactopyranoside (110319-35-2) + 4-biphenyl-carboxylic acid chloride (14002-51-8) → methyl 6-O-(tert-butyldiphenylsilyl)-2,3,4-tris-O-(p-phenylbenzoyl)-β-D-galactopyranoside (110319-40-9)

Guidance literature:

With 2,4,6-trimethyl-pyridine; dmap; In dichloromethane; Ambient temperature;

DOI:10.1021/jo00232a036

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → methyl 6-O-(tert-butyldiphenylsilyl)-2,3,4-tris-O-(p-phenylbenzoyl)-β-D-galactopyranoside (110319-40-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / silver nitrate / dimethylformamide / 48 h / Ambient temperature

2: 93 percent / 4-(dimethyloamino)-pyridine, sym-collidine / CH₂Cl₂ / Ambient temperature

With 2,4,6-trimethyl-pyridine; dmap; silver nitrate; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo00232a036

Reference yield:

methyl beta-D-galactopyranoside (1824-94-8) → methyl 6-O-(tert-butyldiphenylsilyl)-2,3,4-tris-O-(p-phenylbenzoyl)-β-D-galactopyranoside (110319-40-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / silver nitrate / dimethylformamide / 48 h / Ambient temperature

2: 93 percent / 4-(dimethyloamino)-pyridine, sym-collidine / CH₂Cl₂ / Ambient temperature

With 2,4,6-trimethyl-pyridine; dmap; silver nitrate; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo00232a036

upstream raw materials:

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

4-biphenyl-carboxylic acid chloride

tert-butylchlorodiphenylsilane

methyl beta-D-galactopyranoside

Downstream raw materials:

methyl O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-(1<*>6)-2,3,4-tris-O-(p-phenylbenzoyl)-β-D-galactopyranoside

methyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>6)-2,3,4-tris-O-(p-phenylbenzoyl)-β-D-galactopyranoside

methyl O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-(1<*>6)-2,3,4-tris-O-(p-phenylbenzoyl)-β-D-galactopyranoside

O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>6)-2,3,4-tris-O-(p-phenylbenzoyl)-α-D-galactopyranosyl chloride

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