(2R,3R)-1-[(tert-butyldimethylsilyl)oxy]-2-(methanesulfonyloxy)-3-phenylbutane

Base Information

Chemical Name:(2R,3R)-1-[(tert-butyldimethylsilyl)oxy]-2-(methanesulfonyloxy)-3-phenylbutane
CAS No.:197714-10-6
Molecular Formula:C₁₇H₃₀O₄SSi
Molecular Weight:358.574
Hs Code.:

Synonyms:(2R,3R)-1-[(tert-butyldimethylsilyl)oxy]-2-(methanesulfonyloxy)-3-phenylbutane

Suppliers and Price of (2R,3R)-1-[(tert-butyldimethylsilyl)oxy]-2-(methanesulfonyloxy)-3-phenylbutane

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,3R)-1-[(tert-butyldimethylsilyl)oxy]-2-(methanesulfonyloxy)-3-phenylbutane

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Technology Process of (2R,3R)-1-[(tert-butyldimethylsilyl)oxy]-2-(methanesulfonyloxy)-3-phenylbutane

There total 4 articles about (2R,3R)-1-[(tert-butyldimethylsilyl)oxy]-2-(methanesulfonyloxy)-3-phenylbutane 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: 90.0%

: 124-63-0
methanesulfonyl chloride

: 197714-08-2
(2R,3R)-1-[(tert-butyldimethylsilyl)oxy]-3-phenyl-2-butanol

: 197714-10-6
(2R,3R)-1-[(tert-butyldimethylsilyl)oxy]-2-(methanesulfonyloxy)-3-phenylbutane

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃; for 5h;
DOI:10.1021/jo971178f

Reference yield:

: 104196-23-8
(2S,3S)-2,3-epoxy-3-phenyl-1-propanol

: 197714-10-6
(2R,3R)-1-[(tert-butyldimethylsilyl)oxy]-2-(methanesulfonyloxy)-3-phenylbutane

Guidance literature:: Multi-step reaction with 3 steps

1.1: CuCN / diethyl ether / 1 h / -68 °C

1.2: 77 percent / diethyl ether / 3 h / -68 - 0 °C

2.1: 78 percent / imidazole / dimethylformamide / 24 h

3.1: 90 percent / triethylamine; 4-(N,N-dimethylamino)pyridine / CH₂Cl₂ / 5 h / 0 - 20 °C

With 1H-imidazole; dmap; triethylamine; In diethyl ether; dichloromethane; N,N-dimethyl-formamide; 1.1: transmetallation / 1.2: Ring cleavage / 2.1: silylation / 3.1: mesylation;
DOI:10.1021/jo971178f

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 197714-10-6
(2R,3R)-1-[(tert-butyldimethylsilyl)oxy]-2-(methanesulfonyloxy)-3-phenylbutane

Guidance literature:: Multi-step reaction with 2 steps

1: 78 percent / imidazole / dimethylformamide / 24 h

2: 90 percent / triethylamine; 4-(N,N-dimethylamino)pyridine / CH₂Cl₂ / 5 h / 0 - 20 °C

With 1H-imidazole; dmap; triethylamine; In dichloromethane; N,N-dimethyl-formamide; 1: silylation / 2: mesylation;
DOI:10.1021/jo971178f