phenyl 4,6-O-benzylidene-3-O-tert-butyldimethylsilyl-1-thio-β-D-galactopyranoside

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Chemical Name:phenyl 4,6-O-benzylidene-3-O-tert-butyldimethylsilyl-1-thio-β-D-galactopyranoside
CAS No.:1374871-13-2
Molecular Formula:C₂₅H₃₄O₅SSi
Molecular Weight:474.693
Hs Code.:

Synonyms:phenyl 4,6-O-benzylidene-3-O-tert-butyldimethylsilyl-1-thio-β-D-galactopyranoside

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Chemical Property of phenyl 4,6-O-benzylidene-3-O-tert-butyldimethylsilyl-1-thio-β-D-galactopyranoside

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Technology Process of phenyl 4,6-O-benzylidene-3-O-tert-butyldimethylsilyl-1-thio-β-D-galactopyranoside

There total 4 articles about phenyl 4,6-O-benzylidene-3-O-tert-butyldimethylsilyl-1-thio-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: 95.0%

: 71676-30-7,87508-17-6,138922-03-9,87508-18-7
phenyl 4,6-di-O-benzylidene-1-thio-β-D-galactopyranoside

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1374871-13-2
phenyl 4,6-O-benzylidene-3-O-tert-butyldimethylsilyl-1-thio-β-D-galactopyranoside

Guidance literature:: With 1H-imidazole; In tetrahydrofuran; at 0 - 20 ℃; for 18h;
DOI:10.1021/acs.orglett.0c02692

Reference yield:

: 16758-34-2
1-thiophenyl-β-D-galactopyranoside

: 1374871-13-2
phenyl 4,6-O-benzylidene-3-O-tert-butyldimethylsilyl-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: camphor-10-sulfonic acid / N,N-dimethyl-formamide; benzene / 16 h / Inert atmosphere; Reflux

1.2: Inert atmosphere

2.1: 1H-imidazole / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

With 1H-imidazole; camphor-10-sulfonic acid; In N,N-dimethyl-formamide; benzene;
DOI:10.1055/s-0031-1289721

Reference yield:

: 4163-60-4
β-D-galactose peracetate

: 1374871-13-2
phenyl 4,6-O-benzylidene-3-O-tert-butyldimethylsilyl-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: boron trifluoride diethyl etherate / dichloromethane / 0 °C

2: sodium methylate / methanol / 1 h / 20 °C

3: camphor-10-sulfonic acid / acetonitrile / 1.5 h / 0 - 20 °C

4: 1H-imidazole / tetrahydrofuran / 18 h / 0 - 20 °C

With 1H-imidazole; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; sodium methylate; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1021/acs.orglett.0c02692