2-(trimethylsilyl)ethyl O-(2,3,4-tri-O-benzyl-6-deoxy-α-L-gulopyranosyl)-(1<>3)-O-(2-acetamido-6-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1<>3)-2,4,6-tri-O-benzyl-β-D-galactopyranoside

Base Information

Chemical Name:2-(trimethylsilyl)ethyl O-(2,3,4-tri-O-benzyl-6-deoxy-α-L-gulopyranosyl)-(1<*>3)-O-(2-acetamido-6-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1<*>3)-2,4,6-tri-O-benzyl-β-D-galactopyranoside
CAS No.:172218-70-1
Molecular Formula:C₇₄H₈₉NO₁₅Si
Molecular Weight:1260.6
Hs Code.:

2-(trimethylsilyl)ethyl O-(2,3,4-tri-O-benzyl-6-deoxy-α-L-gulopyranosyl)-(1<*>3)-O-(2-acetamido-6-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1<*>3)-2,4,6-tri-O-benzyl-β-D-galactopyranoside

Synonyms:2-(trimethylsilyl)ethyl O-(2,3,4-tri-O-benzyl-6-deoxy-α-L-gulopyranosyl)-(1<*>3)-O-(2-acetamido-6-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1<*>3)-2,4,6-tri-O-benzyl-β-D-galactopyranoside

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Chemical Property of 2-(trimethylsilyl)ethyl O-(2,3,4-tri-O-benzyl-6-deoxy-α-L-gulopyranosyl)-(1<*>3)-O-(2-acetamido-6-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1<*>3)-2,4,6-tri-O-benzyl-β-D-galactopyranoside

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Technology Process of 2-(trimethylsilyl)ethyl O-(2,3,4-tri-O-benzyl-6-deoxy-α-L-gulopyranosyl)-(1<*>3)-O-(2-acetamido-6-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1<*>3)-2,4,6-tri-O-benzyl-β-D-galactopyranoside

There total 3 articles about 2-(trimethylsilyl)ethyl O-(2,3,4-tri-O-benzyl-6-deoxy-α-L-gulopyranosyl)-(1<*>3)-O-(2-acetamido-6-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1<*>3)-2,4,6-tri-O-benzyl-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: 68.0%

: 2-(trimethylsilyl)ethyl O-(2,3,4-tri-O-benzyl-6-deoxy-α-L-gulopyranosyl)-(1<*>3)-O-(2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl)-(1<*>3)-2,4,6-tri-O-benzyl-β-D-galactopyranoside

: 172218-70-1
2-(trimethylsilyl)ethyl O-(2,3,4-tri-O-benzyl-6-deoxy-α-L-gulopyranosyl)-(1<*>3)-O-(2-acetamido-6-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1<*>3)-2,4,6-tri-O-benzyl-β-D-galactopyranoside

Guidance literature:: With hydrogenchloride; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; for 0.0833333h; Ambient temperature;
DOI:10.1016/0008-6215(95)00135-G

Reference yield:

: 2-(trimethylsilyl)ethyl O-(2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl)-(1<*>3)-2,4,6-tri-O-benzyl-β-D-galactopyranoside

: 172218-70-1
2-(trimethylsilyl)ethyl O-(2,3,4-tri-O-benzyl-6-deoxy-α-L-gulopyranosyl)-(1<*>3)-O-(2-acetamido-6-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1<*>3)-2,4,6-tri-O-benzyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 60 percent / MS-4A, dimethyl(methylthio)sulfonium triflate / benzene / 3 h / 5 °C

2: 68 percent / 1.) MS-3A, 2.) NaBH₃CN, HCl / tetrahydrofuran; diethyl ether / 0.08 h / Ambient temperature

With hydrogenchloride; sodium cyanoborohydride; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In tetrahydrofuran; diethyl ether; benzene;
DOI:10.1016/0008-6215(95)00135-G

Reference yield:

: 172337-57-4
methyl 2,3,4-tri-O-benzyl-6-deoxy-1-thio-β-L-gulopyranoside

: 172218-70-1
2-(trimethylsilyl)ethyl O-(2,3,4-tri-O-benzyl-6-deoxy-α-L-gulopyranosyl)-(1<*>3)-O-(2-acetamido-6-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1<*>3)-2,4,6-tri-O-benzyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 60 percent / MS-4A, dimethyl(methylthio)sulfonium triflate / benzene / 3 h / 5 °C

2: 68 percent / 1.) MS-3A, 2.) NaBH₃CN, HCl / tetrahydrofuran; diethyl ether / 0.08 h / Ambient temperature

With hydrogenchloride; sodium cyanoborohydride; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In tetrahydrofuran; diethyl ether; benzene;
DOI:10.1016/0008-6215(95)00135-G