(1RS,2S,3S)-1-hydroxy-2-benzyl-3-(tert-butyldimethylsiloxy)bicyclo<3.1.0>hexane

Base Information

Chemical Name:(1RS,2S,3S)-1-hydroxy-2-benzyl-3-(tert-butyldimethylsiloxy)bicyclo<3.1.0>hexane
CAS No.:224966-80-7
Molecular Formula:C₁₉H₃₀O₂Si
Molecular Weight:318.531
Hs Code.:

Synonyms:(1RS,2S,3S)-1-hydroxy-2-benzyl-3-(tert-butyldimethylsiloxy)bicyclo<3.1.0>hexane

Suppliers and Price of (1RS,2S,3S)-1-hydroxy-2-benzyl-3-(tert-butyldimethylsiloxy)bicyclo<3.1.0>hexane

Supply Marketing:

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

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Chemical Property of (1RS,2S,3S)-1-hydroxy-2-benzyl-3-(tert-butyldimethylsiloxy)bicyclo<3.1.0>hexane

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (1RS,2S,3S)-1-hydroxy-2-benzyl-3-(tert-butyldimethylsiloxy)bicyclo<3.1.0>hexane

There total 4 articles about (1RS,2S,3S)-1-hydroxy-2-benzyl-3-(tert-butyldimethylsiloxy)bicyclo<3.1.0>hexane 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: 56.0%

: 224966-74-9
(2S,3S)-ethyl 2-benzyl-3-(tert-butyldimethylsiloxy)-5-hexenoate

: 224966-80-7
(1RS,2S,3S)-1-hydroxy-2-benzyl-3-(tert-butyldimethylsiloxy)bicyclo<3.1.0>hexane

Guidance literature:: With titanium(IV) isopropylate; isopropylmagnesium chloride; In diethyl ether; a) -45 to -40 deg C, 1 h, b) from -40 deg C to RT, 90 min, c) RT, 2 h;
DOI:10.1021/ja9843122

Reference yield:

: 224966-57-8
(R)-ethyl 3-hydroxy-5-hexenoate

: 224966-80-7
(1RS,2S,3S)-1-hydroxy-2-benzyl-3-(tert-butyldimethylsiloxy)bicyclo<3.1.0>hexane

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) LDA, 2.) N,N'-(dimethylpropylene)urea / 1.) THF, from -60 to -25 deg C, 30 min, 2.) THF, from -25 to 0 deg C, 30 min

2: 80 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

3: 56 percent / Ti(Oi-Pr)4, i-PrMgCl / diethyl ether / a) -45 to -40 deg C, 1 h, b) from -40 deg C to RT, 90 min, c) RT, 2 h

With 1H-imidazole; titanium(IV) isopropylate; 4,4,5-trimethyl-2-imidazolidinone; isopropylmagnesium chloride; lithium diisopropyl amide; In diethyl ether; N,N-dimethyl-formamide;
DOI:10.1021/ja9843122

Reference yield:

: 199613-49-5
(S)-ethyl 3-(tert-butyldimethylsiloxy)-5-hexenoate

: 224966-80-7
(1RS,2S,3S)-1-hydroxy-2-benzyl-3-(tert-butyldimethylsiloxy)bicyclo<3.1.0>hexane

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / HF / acetonitrile / 1.5 h / Ambient temperature

2: 1.) LDA, 2.) N,N'-(dimethylpropylene)urea / 1.) THF, from -60 to -25 deg C, 30 min, 2.) THF, from -25 to 0 deg C, 30 min

3: 80 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

4: 56 percent / Ti(Oi-Pr)4, i-PrMgCl / diethyl ether / a) -45 to -40 deg C, 1 h, b) from -40 deg C to RT, 90 min, c) RT, 2 h

With 1H-imidazole; titanium(IV) isopropylate; 4,4,5-trimethyl-2-imidazolidinone; hydrogen fluoride; isopropylmagnesium chloride; lithium diisopropyl amide; In diethyl ether; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja9843122