2-(trimethylsilyl)ethyl 2,6-di-O-benzyl-3-deoxy-3-C-methyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

Base Information

Chemical Name:2-(trimethylsilyl)ethyl 2,6-di-O-benzyl-3-deoxy-3-C-methyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside
CAS No.:117253-31-3
Molecular Formula:C₆₀H₇₂O₁₀Si
Molecular Weight:981.311
Hs Code.:

Synonyms:2-(trimethylsilyl)ethyl 2,6-di-O-benzyl-3-deoxy-3-C-methyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

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Chemical Property of 2-(trimethylsilyl)ethyl 2,6-di-O-benzyl-3-deoxy-3-C-methyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

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Technology Process of 2-(trimethylsilyl)ethyl 2,6-di-O-benzyl-3-deoxy-3-C-methyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

There total 4 articles about 2-(trimethylsilyl)ethyl 2,6-di-O-benzyl-3-deoxy-3-C-methyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-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: 72.0%

: 4291-68-3,25320-59-6,41110-63-8,67068-83-1,67773-44-8,69237-96-3,92470-93-4,93601-69-5,113829-62-2
(2R,3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-chloro-tetrahydro-pyran

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

: 117253-31-3
2-(trimethylsilyl)ethyl 2,6-di-O-benzyl-3-deoxy-3-C-methyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

Guidance literature:: With 2,4,6-trimethyl-pyridine; silver methanesulfonate; In toluene; for 1h; Ambient temperature;
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

: 117253-31-3
2-(trimethylsilyl)ethyl 2,6-di-O-benzyl-3-deoxy-3-C-methyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 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

3: 72 percent / CH₃SO₃Ag, 2,4,6-trimethylpyridine / toluene / 1 h / Ambient temperature

With 2,4,6-trimethyl-pyridine; hydrogenchloride; 3 A molecular sieve; hydrogen; sodium methylate; silver methanesulfonate; sodium cyanoborohydride; palladium on activated charcoal; In tetrahydrofuran; methanol; ethyl acetate; toluene;
DOI:10.1021/jo00259a006

Reference yield:

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

: 117253-31-3
2-(trimethylsilyl)ethyl 2,6-di-O-benzyl-3-deoxy-3-C-methyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) n-BuLi / 1.) hexane, ether, 22 deg C, 1.5 h, 2.) hexane, ether, overnight

2: 87 percent / H₂, NaOMe / 10percent Pd/C / ethyl acetate; methanol / 1 h / 1368 Torr

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

4: 72 percent / CH₃SO₃Ag, 2,4,6-trimethylpyridine / toluene / 1 h / Ambient temperature

With 2,4,6-trimethyl-pyridine; hydrogenchloride; n-butyllithium; 3 A molecular sieve; hydrogen; sodium methylate; silver methanesulfonate; sodium cyanoborohydride; palladium on activated charcoal; In tetrahydrofuran; methanol; ethyl acetate; toluene;
DOI:10.1021/jo00259a006