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

Base Information

Chemical Name:phenyl 4,6-O-benzylidene-3-O-chloroacetyl-1-thio-β-D-galactopyranoside
CAS No.:1415351-19-7
Molecular Formula:C₂₁H₂₁ClO₆S
Molecular Weight:436.913
Hs Code.:

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

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

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

There total 1 articles about phenyl 4,6-O-benzylidene-3-O-chloroacetyl-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: 82.0%

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

: 79-04-9
chloroacetyl chloride

: 1415351-19-7
phenyl 4,6-O-benzylidene-3-O-chloroacetyl-1-thio-β-D-galactopyranoside

Guidance literature:: phenyl 4,6-di-O-benzylidene-1-thio-β-D-galactopyranoside; With di(n-butyl)tin oxide; In toluene; for 12h; Reflux;

chloroacetyl chloride; In toluene; at 0 ℃; for 1h; Molecular sieve;
DOI:10.1002/ejoc.201900592

Reference yield: 85.1%

: 1415351-19-7
phenyl 4,6-O-benzylidene-3-O-chloroacetyl-1-thio-β-D-galactopyranoside

: 98-88-4
benzoyl chloride

: 1415351-20-0
phenyl 2-O-benzoyl-4,6-O-benzylidene-3-O-chloroacetyl-1-thio-β-D-galactopyranoside

Guidance literature:: With pyridine; In dichloromethane; at 20 ℃; for 5h;
DOI:10.1016/j.carres.2012.08.008

Reference yield:

: 1415351-19-7
phenyl 4,6-O-benzylidene-3-O-chloroacetyl-1-thio-β-D-galactopyranoside

: tert-butyldiphenylsilyl 3-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranosyl-(1→4)-2-O-allyl-3-O-benzyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine / dichloromethane / 4 h / 0 °C

2: Dimethyldisulphide; trifluoromethylsulfonic anhydride / dichloromethane / -40 - 0 °C / Molecular sieve

3: tetra-(n-butyl)ammonium iodide; thiourea; sodium hydrogencarbonate / tetrahydrofuran / 24 h / 55 °C

4: 2,3-dicyano-5,6-dichloro-p-benzoquinone; water / dichloromethane / 1 h / 22 °C / Darkness

With Dimethyldisulphide; trifluoromethylsulfonic anhydride; water; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; triethylamine; thiourea; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane;
DOI:10.1002/ejoc.201900592