phenyl 3,4,6-tri-O-benzyl-2-O-chloroacetyl-1-thio-β-D-galactopyranoside

Base Information

Chemical Name:phenyl 3,4,6-tri-O-benzyl-2-O-chloroacetyl-1-thio-β-D-galactopyranoside
CAS No.:819798-05-5
Molecular Formula:C₃₅H₃₅ClO₆S
Molecular Weight:619.178
Hs Code.:

Synonyms:phenyl 3,4,6-tri-O-benzyl-2-O-chloroacetyl-1-thio-β-D-galactopyranoside

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Chemical Property of phenyl 3,4,6-tri-O-benzyl-2-O-chloroacetyl-1-thio-β-D-galactopyranoside

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Technology Process of phenyl 3,4,6-tri-O-benzyl-2-O-chloroacetyl-1-thio-β-D-galactopyranoside

There total 3 articles about phenyl 3,4,6-tri-O-benzyl-2-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: 99.0%

: 79-04-9
chloroacetyl chloride

: 183875-29-8
phenyl 3,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside

: 819798-05-5
phenyl 3,4,6-tri-O-benzyl-2-O-chloroacetyl-1-thio-β-D-galactopyranoside

Guidance literature:: With pyridine; In 1,2-dichloro-ethane; at 0 - 20 ℃; for 0.5h;
DOI:10.1016/j.carres.2006.03.040

Reference yield: 76.0%

: 81927-55-1
O-benzyl 2,2,2-trichloroacetimidate

: phenyl-2-O-chloroacetyl-3,4-di-O-benzyl-1-thio-β-D-galactopyranoside

: 819798-05-5
phenyl 3,4,6-tri-O-benzyl-2-O-chloroacetyl-1-thio-β-D-galactopyranoside

Guidance literature:: With trifluorormethanesulfonic acid; In dichloromethane; at 0 ℃; for 1h; Inert atmosphere;
DOI:10.1021/acs.orglett.9b04264

Reference yield:

: 124477-08-3
phenyl 3-O-benzyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside

: 819798-05-5
phenyl 3,4,6-tri-O-benzyl-2-O-chloroacetyl-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine / dichloromethane / 0 °C / Inert atmosphere

2: trimethylsilyl trifluoromethanesulfonate; borane-THF / dichloromethane / 2 h / 0 °C / Inert atmosphere

3: trifluorormethanesulfonic acid / dichloromethane / 1 h / 0 °C / Inert atmosphere

With pyridine; borane-THF; trifluorormethanesulfonic acid; trimethylsilyl trifluoromethanesulfonate; In dichloromethane;
DOI:10.1021/acs.orglett.9b04264