((2R,3R,4S,5R,6S)-3-(2-bromobenzyloxy)-4,5-bis(benzyloxy)-tetrahydro-6-methoxy-2H-pyran-2-yl)methanol

Base Information

Chemical Name:((2R,3R,4S,5R,6S)-3-(2-bromobenzyloxy)-4,5-bis(benzyloxy)-tetrahydro-6-methoxy-2H-pyran-2-yl)methanol
CAS No.:1402436-42-3
Molecular Formula:C₂₈H₃₁BrO₆
Molecular Weight:543.455
Hs Code.:

Synonyms:((2R,3R,4S,5R,6S)-3-(2-bromobenzyloxy)-4,5-bis(benzyloxy)-tetrahydro-6-methoxy-2H-pyran-2-yl)methanol

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Chemical Property of ((2R,3R,4S,5R,6S)-3-(2-bromobenzyloxy)-4,5-bis(benzyloxy)-tetrahydro-6-methoxy-2H-pyran-2-yl)methanol

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Technology Process of ((2R,3R,4S,5R,6S)-3-(2-bromobenzyloxy)-4,5-bis(benzyloxy)-tetrahydro-6-methoxy-2H-pyran-2-yl)methanol

There total 15 articles about ((2R,3R,4S,5R,6S)-3-(2-bromobenzyloxy)-4,5-bis(benzyloxy)-tetrahydro-6-methoxy-2H-pyran-2-yl)methanol 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: 74.0%

: methyl 2,3-di-O-benzyl-4,6-O-(2-bromo)benzylidene-α-D-glucopyranoside

: 1402436-42-3
((2R,3R,4S,5R,6S)-3-(2-bromobenzyloxy)-4,5-bis(benzyloxy)-tetrahydro-6-methoxy-2H-pyran-2-yl)methanol

: 2,3-di-O-benzyl-4-O-(2-bromo)benzyl-1-O-methyl-D-glucitol

Guidance literature:: With borane-THF; trifluorormethanesulfonic acid; In dichloromethane; at 0 - 20 ℃; for 9h; Inert atmosphere;
DOI:10.1021/acs.joc.1c01667

Reference yield: 73.0%

: methyl 2,3-di-O-benzyl-4,6-O-(2-bromo)benzylidene-α-D-glucopyranoside

: 1402436-42-3
((2R,3R,4S,5R,6S)-3-(2-bromobenzyloxy)-4,5-bis(benzyloxy)-tetrahydro-6-methoxy-2H-pyran-2-yl)methanol

Guidance literature:: With aluminum (III) chloride; lithium aluminium tetrahydride; In diethyl ether; dichloromethane; for 6h; regioselective reaction; Inert atmosphere; Reflux;
DOI:10.1021/acs.joc.1c01667

Reference yield: 68.0%

: methyl 2,3-di-O-benzyl-4,6-O-(2-bromo)benzylidene-α-D-glucopyranoside

: 1402436-42-3
((2R,3R,4S,5R,6S)-3-(2-bromobenzyloxy)-4,5-bis(benzyloxy)-tetrahydro-6-methoxy-2H-pyran-2-yl)methanol

: methyl 2,3-di-O-benzyl-6-O-(2-bromo)benzyl-α-D-glucopyranoside

Guidance literature:: methyl 2,3-di-O-benzyl-4,6-O-(2-bromo)benzylidene-α-D-glucopyranoside; With sodium cyanoborohydride; In tetrahydrofuran; for 0.5h; Molecular sieve;

With hydrogenchloride; In tetrahydrofuran; diethyl ether; at 20 ℃; for 2h; regioselective reaction; Molecular sieve;
DOI:10.1021/acs.joc.1c01667