ethyl 2,3-di-O-benzoyl-4-O-benzyl-6-O-chloroacetyl-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:ethyl 2,3-di-O-benzoyl-4-O-benzyl-6-O-chloroacetyl-1-thio-β-D-glucopyranoside
CAS No.:286845-71-4
Molecular Formula:C₃₁H₃₁ClO₈S
Molecular Weight:599.101
Hs Code.:

Synonyms:ethyl 2,3-di-O-benzoyl-4-O-benzyl-6-O-chloroacetyl-1-thio-β-D-glucopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of ethyl 2,3-di-O-benzoyl-4-O-benzyl-6-O-chloroacetyl-1-thio-β-D-glucopyranoside

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Technology Process of ethyl 2,3-di-O-benzoyl-4-O-benzyl-6-O-chloroacetyl-1-thio-β-D-glucopyranoside

There total 2 articles about ethyl 2,3-di-O-benzoyl-4-O-benzyl-6-O-chloroacetyl-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: 79.0%

: 79-04-9
chloroacetyl chloride

: 168275-63-6
ethyl 2,3-di-O-benzoyl-4-O-benzyl-1-thio-β-D-glucopyranoside

: 286845-71-4
ethyl 2,3-di-O-benzoyl-4-O-benzyl-6-O-chloroacetyl-1-thio-β-D-glucopyranoside

Guidance literature:: With pyridine; In dichloromethane; at 10 ℃; for 1h;
DOI:10.1016/S0957-4166(99)00554-6

Reference yield:

: 20701-63-7
ethyl 2,3-di-O-benzoyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside

: 286845-71-4
ethyl 2,3-di-O-benzoyl-4-O-benzyl-6-O-chloroacetyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: borane-trimethylamine complex; molecular sieves 4A / CH₂Cl₂; diethyl ether / 1 h

1.2: 84 percent / AlCl₃ / CH₂Cl₂; diethyl ether / 0.5 h / 0 °C

2.1: 79 percent / pyridine / CH₂Cl₂ / 1 h / 10 °C

With pyridine; trimethylamine-borane; 4 A molecular sieve; In diethyl ether; dichloromethane; 1.1: Reduction / 1.2: Ring cleavage / 2.1: Acylation;
DOI:10.1016/S0957-4166(99)00554-6

Reference yield: 95.0%

: 286845-71-4
ethyl 2,3-di-O-benzoyl-4-O-benzyl-6-O-chloroacetyl-1-thio-β-D-glucopyranoside

: 286845-70-3
2-(4-trifluoroacetamidophenyl)ethyl 6,7-di-O-benzyl-2,3-O-isopropylidene-L-glycero-α-D-manno-heptopyranoside

: 286845-72-5
2-(4-trifluoroacetamidophenyl)ethyl (2,3-di-O-benzoyl-4-O-benzyl-6-O-chloroacetyl-β-D-glucopyranosyl)-(1->4)-6,7-di-O-benzyl-2,3-O-isopropylidene-L-glycero-α-D-manno-heptopyranoside

Guidance literature:: With N-iodo-succinimide; 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; at 0 - 20 ℃; for 1h;
DOI:10.1016/S0957-4166(99)00554-6