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

Base Information

Chemical Name:(-)-(2R,3S)-1,4-bis(benzyloxy)-2-(2-bromo-3-methoxy-5-methylphenyl)oxy-3-t-butyldimethylsilyloxybutane
CAS No.:220482-16-6
Molecular Formula:C₃₂H₄₃BrO₅Si
Molecular Weight:615.68
Hs Code.:

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

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Chemical Property of (-)-(2R,3S)-1,4-bis(benzyloxy)-2-(2-bromo-3-methoxy-5-methylphenyl)oxy-3-t-butyldimethylsilyloxybutane

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Technology Process of (-)-(2R,3S)-1,4-bis(benzyloxy)-2-(2-bromo-3-methoxy-5-methylphenyl)oxy-3-t-butyldimethylsilyloxybutane

There total 9 articles about (-)-(2R,3S)-1,4-bis(benzyloxy)-2-(2-bromo-3-methoxy-5-methylphenyl)oxy-3-t-butyldimethylsilyloxybutane 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: 85.0%

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

: 190782-47-9
(2S,3S)-1,4-bis(benzyloxy)-3-t-butyldimethylsilyloxybutan-2-ol

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

Guidance literature:: With tributylphosphine; diethylazodicarboxylate; In tetrahydrofuran; for 24h; Ambient temperature;
DOI:10.1016/S0957-4166(97)00117-1

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 2 steps

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

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

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

Reference yield:

: 2-(2-bromo-3-methoxy-5-methyl-phenoxy)-tetrahydro-pyran

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

Guidance literature:: Multi-step reaction with 2 steps

1: 3.5 g / dilute HCl / hexane; tetrahydrofuran / 15 h

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

With hydrogenchloride; tributylphosphine; diethylazodicarboxylate; In tetrahydrofuran; hexane; 2: Mitsunobu reaction;
DOI:10.1071/CH99134