benzoxazolyl 2,3,6-tri-O-benzyl-4-O-(p-methoxybenzoyl)-1-thio-α-D-mannopyranoside

Base Information

Chemical Name:benzoxazolyl 2,3,6-tri-O-benzyl-4-O-(p-methoxybenzoyl)-1-thio-α-D-mannopyranoside
CAS No.:850873-45-9
Molecular Formula:C₄₂H₃₉NO₈S
Molecular Weight:717.84
Hs Code.:

Synonyms:benzoxazolyl 2,3,6-tri-O-benzyl-4-O-(p-methoxybenzoyl)-1-thio-α-D-mannopyranoside

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Chemical Property of benzoxazolyl 2,3,6-tri-O-benzyl-4-O-(p-methoxybenzoyl)-1-thio-α-D-mannopyranoside

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Technology Process of benzoxazolyl 2,3,6-tri-O-benzyl-4-O-(p-methoxybenzoyl)-1-thio-α-D-mannopyranoside

There total 3 articles about benzoxazolyl 2,3,6-tri-O-benzyl-4-O-(p-methoxybenzoyl)-1-thio-α-D-mannopyranoside 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: 58.0%

: 850873-43-7
ethyl 2,3,6-tri-O-benzyl-4-O-(p-methoxybenzoyl)-1-thio-α-D-mannopyranoside

: potassium salt of 2-mercaptobenzoxazole

: 850873-45-9
benzoxazolyl 2,3,6-tri-O-benzyl-4-O-(p-methoxybenzoyl)-1-thio-α-D-mannopyranoside

Guidance literature:: ethyl 2,3,6-tri-O-benzyl-4-O-(p-methoxybenzoyl)-1-thio-α-D-mannopyranoside; With 3 A molecular sieve; bromine; In dichloromethane; at 20 ℃; for 0.0833333h;

potassium salt of 2-mercaptobenzoxazole; With 18-crown-6 ether; In acetone; at 20 ℃; for 2h;
DOI:10.1002/ejoc.200400616

Reference yield:

: 100-07-2
4-methoxy-benzoyl chloride

: 850873-45-9
benzoxazolyl 2,3,6-tri-O-benzyl-4-O-(p-methoxybenzoyl)-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: 79 percent / pyridine / 16 h / 20 °C

2.1: Br₂; 3 Angstroem molecular sieves / CH₂Cl₂ / 0.08 h / 20 °C

2.2: 58 percent / 18-crown-6 / acetone / 2 h / 20 °C

With pyridine; 3 A molecular sieve; bromine; In dichloromethane;
DOI:10.1002/ejoc.200400616

Reference yield:

: 152964-79-9
ethyl 2,3,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

: 850873-45-9
benzoxazolyl 2,3,6-tri-O-benzyl-4-O-(p-methoxybenzoyl)-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: 79 percent / pyridine / 16 h / 20 °C

2.1: Br₂; 3 Angstroem molecular sieves / CH₂Cl₂ / 0.08 h / 20 °C

2.2: 58 percent / 18-crown-6 / acetone / 2 h / 20 °C

With pyridine; 3 A molecular sieve; bromine; In dichloromethane;
DOI:10.1002/ejoc.200400616