Benzoic acid (2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-2-bromo-6-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:Benzoic acid (2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-2-bromo-6-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-3-yl ester
CAS No.:150772-62-6
Molecular Formula:C₄₃H₄₅BrO₆Si
Molecular Weight:765.816
Hs Code.:

Synonyms:Benzoic acid (2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-2-bromo-6-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-3-yl ester

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Chemical Property of Benzoic acid (2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-2-bromo-6-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-3-yl ester

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Technology Process of Benzoic acid (2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-2-bromo-6-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-3-yl ester

There total 1 articles about Benzoic acid (2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-2-bromo-6-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-3-yl ester 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:

: 150772-61-5
3,4-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)-β-D-mannopyranose 1,2-(pent-4-enyl orthobenzoate)

: 150772-62-6
Benzoic acid (2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-2-bromo-6-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-3-yl ester

Guidance literature:: With bromine; at 0 ℃;
DOI:10.1021/ja00070a048

Reference yield: 89.0%

: 123487-56-9
pent-4-enyl 3,4,6-tri-O-benzyl-α-D-mannopyranoside

: 150772-62-6
Benzoic acid (2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-2-bromo-6-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-3-yl ester

: 150772-53-5
pent-4-enyl 2-O-(2-O-benzoyl-3,4-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)-α-D-mannopyranosyl)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

Guidance literature:: With 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; at -30 ℃; for 0.5h;
DOI:10.1021/ja00070a048

Reference yield:

: 150772-62-6
Benzoic acid (2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-2-bromo-6-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-3-yl ester

: 150772-63-7
pent-4-enyl 2-O-(3,4-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)-α-D-mannopyranosyl)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 89 percent / AgOTf, molecular sieves 4A / CH₂Cl₂ / 0.5 h / -30 °C

2: 93 percent / NaOMe

With 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; In dichloromethane;
DOI:10.1021/ja00070a048