2-(trimethylsilyl)ethyl 2-O-benzyl-4,6-O-benzylidene-3-C-methylene-β-D-xylo-hexopyranoside

Base Information

Chemical Name:2-(trimethylsilyl)ethyl 2-O-benzyl-4,6-O-benzylidene-3-C-methylene-β-D-xylo-hexopyranoside
CAS No.:117253-21-1
Molecular Formula:C₂₆H₃₄O₅Si
Molecular Weight:454.638
Hs Code.:

Synonyms:2-(trimethylsilyl)ethyl 2-O-benzyl-4,6-O-benzylidene-3-C-methylene-β-D-xylo-hexopyranoside

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Chemical Property of 2-(trimethylsilyl)ethyl 2-O-benzyl-4,6-O-benzylidene-3-C-methylene-β-D-xylo-hexopyranoside

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Technology Process of 2-(trimethylsilyl)ethyl 2-O-benzyl-4,6-O-benzylidene-3-C-methylene-β-D-xylo-hexopyranoside

There total 1 articles about 2-(trimethylsilyl)ethyl 2-O-benzyl-4,6-O-benzylidene-3-C-methylene-β-D-xylo-hexopyranoside 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:

: 1779-49-3
Methyltriphenylphosphonium bromide

: 117253-18-6
2-(trimethylsilyl)ethyl 2-O-benzyl-4,6-O-benzylidene-β-D-xylo-hexopyranosid-3-ulose

: 117253-21-1
2-(trimethylsilyl)ethyl 2-O-benzyl-4,6-O-benzylidene-3-C-methylene-β-D-xylo-hexopyranoside

Guidance literature:: With n-butyllithium; Yield given. Multistep reaction; 1.) hexane, ether, 22 deg C, 1.5 h, 2.) hexane, ether, overnight;
DOI:10.1021/jo00259a006

Reference yield: 87.0%

: 117253-21-1
2-(trimethylsilyl)ethyl 2-O-benzyl-4,6-O-benzylidene-3-C-methylene-β-D-xylo-hexopyranoside

: 117253-22-2
2-(trimethylsilyl)ethyl 2-O-benzyl-4,6-O-benzylidene-3-C-methyl-β-D-galactopyranoside

Guidance literature:: With hydrogen; sodium methylate; palladium on activated charcoal; In methanol; ethyl acetate; for 1h; under 1368 Torr;
DOI:10.1021/jo00259a006

Reference yield:

: 117253-21-1
2-(trimethylsilyl)ethyl 2-O-benzyl-4,6-O-benzylidene-3-C-methylene-β-D-xylo-hexopyranoside

: 117269-21-3
2-(trimethylsilyl)ethyl 2,6-di-O-benzyl-3-deoxy-3-C-methyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 87 percent / H₂, NaOMe / 10percent Pd/C / ethyl acetate; methanol / 1 h / 1368 Torr

2: 60 percent / ethereal HCl, NaCNBH₃, molecular sieves 3A / tetrahydrofuran / 1.5 h / Ambient temperature

With hydrogenchloride; 3 A molecular sieve; hydrogen; sodium methylate; sodium cyanoborohydride; palladium on activated charcoal; In tetrahydrofuran; methanol; ethyl acetate;
DOI:10.1021/jo00259a006