Methyl 4,6-O-benzylidene-3-O-(t-butyldimethylsilyl)-α-D-ribo-hexopyranosid-2-uloside

Base Information

Chemical Name:Methyl 4,6-O-benzylidene-3-O-(t-butyldimethylsilyl)-α-D-ribo-hexopyranosid-2-uloside
CAS No.:78342-32-2
Molecular Formula:C₂₀H₃₀O₆Si
Molecular Weight:394.54
Hs Code.:

Synonyms:Methyl 4,6-O-benzylidene-3-O-(t-butyldimethylsilyl)-α-D-ribo-hexopyranosid-2-uloside

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Chemical Property of Methyl 4,6-O-benzylidene-3-O-(t-butyldimethylsilyl)-α-D-ribo-hexopyranosid-2-uloside

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Technology Process of Methyl 4,6-O-benzylidene-3-O-(t-butyldimethylsilyl)-α-D-ribo-hexopyranosid-2-uloside

There total 6 articles about Methyl 4,6-O-benzylidene-3-O-(t-butyldimethylsilyl)-α-D-ribo-hexopyranosid-2-uloside 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: 90.0%

: 112711-35-0
methyl 3-O-[(1,1-dimethylethyl)dimethylsilyl]-4,6-O-[(R)-phenylmethylene]-α-D-glucopyranoside

: 78342-32-2
Methyl 4,6-O-benzylidene-3-O-(t-butyldimethylsilyl)-α-D-ribo-hexopyranosid-2-uloside

Guidance literature:: With sodium acetate; pyridinium chlorochromate; In dichloromethane; for 12h; Heating;

Reference yield:

: 3162-96-7
4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside

: 78342-32-2
Methyl 4,6-O-benzylidene-3-O-(t-butyldimethylsilyl)-α-D-ribo-hexopyranosid-2-uloside

Guidance literature:: Multi-step reaction with 2 steps

1: imidazole

2: PDC / acetic anhydride

With 1H-imidazole; dipyridinium dichromate; In acetic anhydride;
DOI:10.1055/s-1997-3264

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 78342-32-2
Methyl 4,6-O-benzylidene-3-O-(t-butyldimethylsilyl)-α-D-ribo-hexopyranosid-2-uloside

Guidance literature:: Multi-step reaction with 2 steps

1: 26 percent / pyridine / 72 h / Ambient temperature

2: 82 percent / pyridine, CrO₃, Ac₂O / CH₂Cl₂ / 0.25 h / Ambient temperature

With pyridine; chromium(VI) oxide; acetic anhydride; In dichloromethane;
DOI:10.1016/0008-6215(92)84176-S