phenyl 2,6-di-O-benzyl-3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-yl]-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:phenyl 2,6-di-O-benzyl-3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-yl]-1-thio-β-D-glucopyranoside
CAS No.:795305-88-3
Molecular Formula:C₃₂H₃₈O₇S
Molecular Weight:566.716
Hs Code.:

Synonyms:phenyl 2,6-di-O-benzyl-3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-yl]-1-thio-β-D-glucopyranoside

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Chemical Property of phenyl 2,6-di-O-benzyl-3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-yl]-1-thio-β-D-glucopyranoside

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Technology Process of phenyl 2,6-di-O-benzyl-3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-yl]-1-thio-β-D-glucopyranoside

There total 3 articles about phenyl 2,6-di-O-benzyl-3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-yl]-1-thio-β-D-glucopyranoside 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: 99.0%

: 795305-86-1
phenyl 3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-yl]-1-thio-β-D-glucopyranoside

: 100-39-0
benzyl bromide

: 795305-88-3
phenyl 2,6-di-O-benzyl-3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-yl]-1-thio-β-D-glucopyranoside

Guidance literature:: phenyl 3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-yl]-1-thio-β-D-glucopyranoside; With sodium hydride; In N,N-dimethyl-formamide; for 0.166667h; cooling;

benzyl bromide; In N,N-dimethyl-formamide; at 20 ℃; for 6h;
DOI:10.1021/jo0508999

Reference yield:

: 2936-70-1,5624-48-6,13992-15-9,16758-34-2,28244-97-5,77481-62-0,77481-63-1,105088-17-3,149495-84-1
(2R,3S,4S,5R,6S)-2-Hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3,4,5-triol

: 795305-88-3
phenyl 2,6-di-O-benzyl-3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-yl]-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 49 percent / CH(OMe)3; CSA / methanol / 5 h / Heating

2: 92 percent / NaH / dimethylformamide; tetrahydrofuran / 2 h / 20 °C

With camphor-10-sulfonic acid; sodium hydride; trimethyl orthoformate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/ol0602710

Reference yield:

: 176798-33-7
2,2,3,3-tetramethoxybutane

: 795305-88-3
phenyl 2,6-di-O-benzyl-3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-yl]-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 49 percent / CH(OMe)3; CSA / methanol / 5 h / Heating

2: 92 percent / NaH / dimethylformamide; tetrahydrofuran / 2 h / 20 °C

With camphor-10-sulfonic acid; sodium hydride; trimethyl orthoformate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/ol0602710