allyl O-(6-O-tert-butyldiphenylsilyl-β-D-galactopyranosyl)-(1<*>3)-2-acetamido-2-deoxy-6-O-methyl-α-D-galactopyranoside

Base Information

Chemical Name:allyl O-(6-O-tert-butyldiphenylsilyl-β-D-galactopyranosyl)-(1<*>3)-2-acetamido-2-deoxy-6-O-methyl-α-D-galactopyranoside
CAS No.:172842-45-4
Molecular Formula:C₃₄H₄₉NO₁₁Si
Molecular Weight:675.849
Hs Code.:

Synonyms:allyl O-(6-O-tert-butyldiphenylsilyl-β-D-galactopyranosyl)-(1<*>3)-2-acetamido-2-deoxy-6-O-methyl-α-D-galactopyranoside

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Chemical Property of allyl O-(6-O-tert-butyldiphenylsilyl-β-D-galactopyranosyl)-(1<*>3)-2-acetamido-2-deoxy-6-O-methyl-α-D-galactopyranoside

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Technology Process of allyl O-(6-O-tert-butyldiphenylsilyl-β-D-galactopyranosyl)-(1<*>3)-2-acetamido-2-deoxy-6-O-methyl-α-D-galactopyranoside

There total 6 articles about allyl O-(6-O-tert-butyldiphenylsilyl-β-D-galactopyranosyl)-(1<*>3)-2-acetamido-2-deoxy-6-O-methyl-α-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%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 172842-44-3
allyl O-(β-D-galactopyranosyl)-(1<*>3)-2-acetamido-2-deoxy-6-O-methyl-α-D-galactopyranoside

: 172842-45-4
allyl O-(6-O-tert-butyldiphenylsilyl-β-D-galactopyranosyl)-(1<*>3)-2-acetamido-2-deoxy-6-O-methyl-α-D-galactopyranoside

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 0 ℃; for 2h;
DOI:10.1016/0008-6215(95)00162-M

Reference yield:

: 64650-83-5
N-((2S,3R,4R,5R,6R)-2-Allyloxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-acetamide

: 172842-45-4
allyl O-(6-O-tert-butyldiphenylsilyl-β-D-galactopyranosyl)-(1<*>3)-2-acetamido-2-deoxy-6-O-methyl-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 77 percent / 4-toluenesulfonic acid monohydrate / dimethylformamide / 16 h / Ambient temperature

2: Hg(CN)2 / benzene; nitromethane / 16 h / 55 °C

3: 70percent aq. acetic acid / 1 h / 70 °C

4: 69 percent / 2,6-di-(tert-butyl)-4-methylpyridine / CH₂Cl₂ / 5 h / Ambient temperature

5: 69 percent / NaOMe / methanol / 16 h / Ambient temperature

6: 93 percent / imidazole / dimethylformamide / 2 h / 0 °C

With 1H-imidazole; 2,6-di-tert-butyl-4-methylpyridine; p-toluenesulfonic acid monohydrate; sodium methylate; mercury(II) cyanide; acetic acid; In methanol; nitromethane; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/0008-6215(95)00162-M

Reference yield:

: 172926-90-8
allyl 2-acetamido-2-deoxy-4,6-O-(4-methoxybenzylidene)-α-D-galactopyranoside

: 172842-45-4
allyl O-(6-O-tert-butyldiphenylsilyl-β-D-galactopyranosyl)-(1<*>3)-2-acetamido-2-deoxy-6-O-methyl-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: Hg(CN)2 / benzene; nitromethane / 16 h / 55 °C

2: 70percent aq. acetic acid / 1 h / 70 °C

3: 69 percent / 2,6-di-(tert-butyl)-4-methylpyridine / CH₂Cl₂ / 5 h / Ambient temperature

4: 69 percent / NaOMe / methanol / 16 h / Ambient temperature

5: 93 percent / imidazole / dimethylformamide / 2 h / 0 °C

With 1H-imidazole; 2,6-di-tert-butyl-4-methylpyridine; sodium methylate; mercury(II) cyanide; acetic acid; In methanol; nitromethane; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/0008-6215(95)00162-M