4,6-O-benzylidene-2,3-bis-O-(tert-butyldimethylsilyl)-1-[(S(s))-phenylsulfinyl]-β-D-galactopyranoside

Base Information

Chemical Name:4,6-O-benzylidene-2,3-bis-O-(tert-butyldimethylsilyl)-1-[(S(s))-phenylsulfinyl]-β-D-galactopyranoside
CAS No.:1374871-16-5
Molecular Formula:C₃₁H₄₈O₆SSi₂
Molecular Weight:604.956
Hs Code.:

Synonyms:4,6-O-benzylidene-2,3-bis-O-(tert-butyldimethylsilyl)-1-[(S(s))-phenylsulfinyl]-β-D-galactopyranoside

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Chemical Property of 4,6-O-benzylidene-2,3-bis-O-(tert-butyldimethylsilyl)-1-[(S(s))-phenylsulfinyl]-β-D-galactopyranoside

Chemical Property:

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Technology Process of 4,6-O-benzylidene-2,3-bis-O-(tert-butyldimethylsilyl)-1-[(S(s))-phenylsulfinyl]-β-D-galactopyranoside

There total 5 articles about 4,6-O-benzylidene-2,3-bis-O-(tert-butyldimethylsilyl)-1-[(S(s))-phenylsulfinyl]-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:

: 1374871-14-3
phenyl 4,6-O-benzylidene-2,3-bis-(O-tert-butyldimethylsilyl)-1-thio-β-D-galactopyranoside

: 1374871-15-4
4,6-O-benzylidene-2,3-bis-O-(tert-butyldimethylsilyl)-1-[(R(s))-phenylsulfinyl]-β-D-galactopyranoside

: 1374871-16-5
4,6-O-benzylidene-2,3-bis-O-(tert-butyldimethylsilyl)-1-[(S(s))-phenylsulfinyl]-β-D-galactopyranoside

Guidance literature:: With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -78 ℃; for 3h; Inert atmosphere;
DOI:10.1055/s-0031-1289721

Reference yield:

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

: 1374871-15-4
4,6-O-benzylidene-2,3-bis-O-(tert-butyldimethylsilyl)-1-[(R(s))-phenylsulfinyl]-β-D-galactopyranoside

: 1374871-16-5
4,6-O-benzylidene-2,3-bis-O-(tert-butyldimethylsilyl)-1-[(S(s))-phenylsulfinyl]-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

2: sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 3 h / -78 °C / Inert atmosphere

With sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
DOI:10.1055/s-0031-1289721

Reference yield:

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

: 1374871-15-4
4,6-O-benzylidene-2,3-bis-O-(tert-butyldimethylsilyl)-1-[(R(s))-phenylsulfinyl]-β-D-galactopyranoside

: 1374871-16-5
4,6-O-benzylidene-2,3-bis-O-(tert-butyldimethylsilyl)-1-[(S(s))-phenylsulfinyl]-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 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

3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

4.1: sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 3 h / -78 °C / Inert atmosphere

With 1H-imidazole; camphor-10-sulfonic acid; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1055/s-0031-1289721