(1R,2S,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-{(E)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-methyl-but-1-enyl}-1-[(S)-2-(3,3-dimethoxy-propyl)-oxiranyl]-cyclopentanol

Base Information

Chemical Name:(1R,2S,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-{(E)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-methyl-but-1-enyl}-1-[(S)-2-(3,3-dimethoxy-propyl)-oxiranyl]-cyclopentanol
CAS No.:213992-81-5
Molecular Formula:C₄₁H₆₆O₆Si₂
Molecular Weight:711.142
Hs Code.:

(1R,2S,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-{(E)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-methyl-but-1-enyl}-1-[(S)-2-(3,3-dimethoxy-propyl)-oxiranyl]-cyclopentanol

Synonyms:(1R,2S,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-{(E)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-methyl-but-1-enyl}-1-[(S)-2-(3,3-dimethoxy-propyl)-oxiranyl]-cyclopentanol

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Chemical Property of (1R,2S,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-{(E)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-methyl-but-1-enyl}-1-[(S)-2-(3,3-dimethoxy-propyl)-oxiranyl]-cyclopentanol

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Technology Process of (1R,2S,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-{(E)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-methyl-but-1-enyl}-1-[(S)-2-(3,3-dimethoxy-propyl)-oxiranyl]-cyclopentanol

There total 8 articles about (1R,2S,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-{(E)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-methyl-but-1-enyl}-1-[(S)-2-(3,3-dimethoxy-propyl)-oxiranyl]-cyclopentanol 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%

: 213992-94-0
(1R,2S,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-{(E)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-methyl-but-1-enyl}-1-(4,4-dimethoxy-1-methylene-butyl)-cyclopentanol

: 213992-81-5
(1R,2S,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-{(E)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-methyl-but-1-enyl}-1-[(S)-2-(3,3-dimethoxy-propyl)-oxiranyl]-cyclopentanol

Guidance literature:: With tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium; In benzene; for 1h; Ambient temperature;
DOI:10.1016/S0040-4039(98)01409-9

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 213992-81-5
(1R,2S,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-{(E)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-methyl-but-1-enyl}-1-[(S)-2-(3,3-dimethoxy-propyl)-oxiranyl]-cyclopentanol

Guidance literature:: Multi-step reaction with 7 steps

1: 90 percent / imid. / dimethylformamide / 2 h / Ambient temperature

2: 80 percent / MsCl, Et₃N, DMAP / 2 h / -78 deg C to RT

3: 80 percent / hydroxylamine, ethyl acetate / dimethylformamide / 10 h / 95 °C

4: 95 percent / cyclohexene / 20percent Pd(OH)2/C / ethanol / 5 h / Heating

5: 80 percent / Dess-Martin oxid.

6: 80 percent / t-BuLi / tetrahydrofuran / 2 h / -78 deg C to RT

7: 85 percent / t-BuOOH, VO(acac)2 / benzene / 1 h / Ambient temperature

With 1H-imidazole; tert.-butylhydroperoxide; dmap; bis(acetylacetonate)oxovanadium; hydroxylamine; tert.-butyl lithium; ethyl acetate; methanesulfonyl chloride; triethylamine; cyclohexene; palladium dihydroxide; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4039(98)01409-9

Reference yield:

: 213995-17-6
3-[1-[(1R,2S,5S)-2-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-cyclopentyl]-meth-(E)-ylidene]-4-methyl-pentane-1,4-diol

: 213992-81-5
(1R,2S,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-{(E)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-methyl-but-1-enyl}-1-[(S)-2-(3,3-dimethoxy-propyl)-oxiranyl]-cyclopentanol

Guidance literature:: Multi-step reaction with 7 steps

1: 90 percent / imid. / dimethylformamide / 2 h / Ambient temperature

2: 80 percent / MsCl, Et₃N, DMAP / 2 h / -78 deg C to RT

3: 80 percent / hydroxylamine, ethyl acetate / dimethylformamide / 10 h / 95 °C

4: 95 percent / cyclohexene / 20percent Pd(OH)2/C / ethanol / 5 h / Heating

5: 80 percent / Dess-Martin oxid.

6: 80 percent / t-BuLi / tetrahydrofuran / 2 h / -78 deg C to RT

7: 85 percent / t-BuOOH, VO(acac)2 / benzene / 1 h / Ambient temperature

With 1H-imidazole; tert.-butylhydroperoxide; dmap; bis(acetylacetonate)oxovanadium; hydroxylamine; tert.-butyl lithium; ethyl acetate; methanesulfonyl chloride; triethylamine; cyclohexene; palladium dihydroxide; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4039(98)01409-9