(-)-(2S,3R)-1,4-bis(benzyloxy)-3-(2-bromo-3-methoxy-5-methylphenyl)oxybutan-2-ol

Base Information

Chemical Name:(-)-(2S,3R)-1,4-bis(benzyloxy)-3-(2-bromo-3-methoxy-5-methylphenyl)oxybutan-2-ol
CAS No.:220482-17-7
Molecular Formula:C₂₆H₂₉BrO₅
Molecular Weight:501.417
Hs Code.:

Synonyms:(-)-(2S,3R)-1,4-bis(benzyloxy)-3-(2-bromo-3-methoxy-5-methylphenyl)oxybutan-2-ol

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Chemical Property of (-)-(2S,3R)-1,4-bis(benzyloxy)-3-(2-bromo-3-methoxy-5-methylphenyl)oxybutan-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:: SDS file from LookChem

Useful:

Technology Process of (-)-(2S,3R)-1,4-bis(benzyloxy)-3-(2-bromo-3-methoxy-5-methylphenyl)oxybutan-2-ol

There total 8 articles about (-)-(2S,3R)-1,4-bis(benzyloxy)-3-(2-bromo-3-methoxy-5-methylphenyl)oxybutan-2-ol 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: 91.0%

: 220482-16-6
(-)-(2R,3S)-1,4-bis(benzyloxy)-2-(2-bromo-3-methoxy-5-methylphenyl)oxy-3-t-butyldimethylsilyloxybutane

: 220482-17-7
(-)-(2S,3R)-1,4-bis(benzyloxy)-3-(2-bromo-3-methoxy-5-methylphenyl)oxybutan-2-ol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 2h;
DOI:10.1016/S0957-4166(97)00117-1

Reference yield:

: 17401-06-8
(2S,3S)-1,4-bis(benzyloxy)-2,3-butanediol

: 220482-17-7
(-)-(2S,3R)-1,4-bis(benzyloxy)-3-(2-bromo-3-methoxy-5-methylphenyl)oxybutan-2-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 76 percent / imidazole / dimethylformamide / 15 h / 20 °C

2: 68 percent / Bu₃P; diethyl azodicarboxylate / tetrahydrofuran / 24 h / 20 °C

3: 90 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

With 1H-imidazole; tributylphosphine; tetrabutyl ammonium fluoride; diethylazodicarboxylate; In tetrahydrofuran; N,N-dimethyl-formamide; 2: Mitsunobu reaction;
DOI:10.1071/CH99134

Reference yield:

: 36661-64-0
2-bromo-3-methoxy-5-methylphenol

: 220482-17-7
(-)-(2S,3R)-1,4-bis(benzyloxy)-3-(2-bromo-3-methoxy-5-methylphenyl)oxybutan-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 68 percent / Bu₃P; diethyl azodicarboxylate / tetrahydrofuran / 24 h / 20 °C

2: 90 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

With tributylphosphine; tetrabutyl ammonium fluoride; diethylazodicarboxylate; In tetrahydrofuran; 1: Mitsunobu reaction;
DOI:10.1071/CH99134