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

Base Information

• Chemical Name: methyl 2,3,4-tri-O-benzoyl-6-O-(tert-butyldiphenylsilyl)-β-D-galactopyranoside
• CAS No.: 110319-39-6
• Molecular Formula: C₄₄H₄₄O₉Si
• Molecular Weight: 744.913

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

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

Chemical Property:

Purity/Quality:

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

There total 4 articles about methyl 2,3,4-tri-O-benzoyl-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: 92.0%

methyl 6-O-(tert-butyldiphenylsilyl)-β-D-galactopyranoside (110319-35-2) + benzoyl chloride (98-88-4) → methyl 2,3,4-tri-O-benzoyl-6-O-(tert-butyldiphenylsilyl)-β-D-galactopyranoside (110319-39-6)

Guidance literature:

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

DOI:10.1021/jo00232a036

Reference yield: 10.0%

methyl 6-O-(tert-butyldiphenylsilyl)-β-D-galactopyranoside (110319-35-2) + benzoyl chloride (98-88-4) → methyl 3-O-benzoyl-6-O-(tert-butyldiphenylsilyl)-β-D-galactopyranoside (131291-07-1) + methyl 2,3-di-O-benzoyl-6-O-(tert-butyldiphenylsilyl)-β-D-galactopyranoside (131291-08-2) + methyl 3,4-di-O-benzoyl-6-O-(tert-butyldiphenylsilyl)-β-D-galactopyranoside (131291-06-0) + methyl 2,3,4-tri-O-benzoyl-6-O-(tert-butyldiphenylsilyl)-β-D-galactopyranoside (110319-39-6)

Guidance literature:

With pyridine; In toluene; at -20 ℃; for 1h;

DOI:10.1016/0008-6215(90)84033-Q

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → methyl 2,3,4-tri-O-benzoyl-6-O-(tert-butyldiphenylsilyl)-β-D-galactopyranoside (110319-39-6)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 92 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

benzoyl chloride

tert-butylchlorodiphenylsilane

methyl beta-D-galactopyranoside

Downstream raw materials:

methyl 2,3,4-tri-O-benzoyl-β-D-galactopyranoside

methyl 2,3,4-tri-O-benzoyl-6-O-(tert-butyldiphenylsilyl)-α-D-galactopyranosyl chloride

methyl O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1<*>6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside

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

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