(1R,2R,2'S,3S,4R,6S)-1-(2'-benzyloxycarbonylamino-3'-tert-bityldiphenylsilyloxypropyl)-2,3-epoxy-6-hydroxy-4-(4-methylbenzenesulfonyl)cyclohexan-1-ol

Base Information

Chemical Name:(1R,2R,2'S,3S,4R,6S)-1-(2'-benzyloxycarbonylamino-3'-tert-bityldiphenylsilyloxypropyl)-2,3-epoxy-6-hydroxy-4-(4-methylbenzenesulfonyl)cyclohexan-1-ol
CAS No.:942618-36-2
Molecular Formula:C₄₀H₄₇NO₉SSi
Molecular Weight:745.966
Hs Code.:

(1R,2R,2'S,3S,4R,6S)-1-(2'-benzyloxycarbonylamino-3'-tert-bityldiphenylsilyloxypropyl)-2,3-epoxy-6-hydroxy-4-(4-methylbenzenesulfonyl)cyclohexan-1-ol

Synonyms:(1R,2R,2'S,3S,4R,6S)-1-(2'-benzyloxycarbonylamino-3'-tert-bityldiphenylsilyloxypropyl)-2,3-epoxy-6-hydroxy-4-(4-methylbenzenesulfonyl)cyclohexan-1-ol

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Chemical Property of (1R,2R,2'S,3S,4R,6S)-1-(2'-benzyloxycarbonylamino-3'-tert-bityldiphenylsilyloxypropyl)-2,3-epoxy-6-hydroxy-4-(4-methylbenzenesulfonyl)cyclohexan-1-ol

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Technology Process of (1R,2R,2'S,3S,4R,6S)-1-(2'-benzyloxycarbonylamino-3'-tert-bityldiphenylsilyloxypropyl)-2,3-epoxy-6-hydroxy-4-(4-methylbenzenesulfonyl)cyclohexan-1-ol

There total 10 articles about (1R,2R,2'S,3S,4R,6S)-1-(2'-benzyloxycarbonylamino-3'-tert-bityldiphenylsilyloxypropyl)-2,3-epoxy-6-hydroxy-4-(4-methylbenzenesulfonyl)cyclohexan-1-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: 96.0%

: 942618-59-9
C₂₄H₂₉NO₉S

: 58479-61-1
tert-butylchlorodiphenylsilane

: 942618-36-2
(1R,2R,2'S,3S,4R,6S)-1-(2'-benzyloxycarbonylamino-3'-tert-bityldiphenylsilyloxypropyl)-2,3-epoxy-6-hydroxy-4-(4-methylbenzenesulfonyl)cyclohexan-1-ol

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 24h;
DOI:10.1021/jo070337k

Reference yield:

: 942618-32-8
(3S,5S,10S)-3-benzyloxycarbonylamino-10-triethylsilyloxy-1-oxaspiro[4,5]dec-6-ene-2,8-dione

: 942618-36-2
(1R,2R,2'S,3S,4R,6S)-1-(2'-benzyloxycarbonylamino-3'-tert-bityldiphenylsilyloxypropyl)-2,3-epoxy-6-hydroxy-4-(4-methylbenzenesulfonyl)cyclohexan-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / NaBH₄; CeCl₃*7H₂O / propan-2-ol; tetrahydrofuran / 0.67 h / 0 °C

2: 99 percent / mCPBA / CH₂Cl₂ / 24 h / 20 °C

3: 90 percent / 1,4-diazabicyclo[2.2.2]octane / CH₂Cl₂ / 7 h / 20 °C

4: 99 percent / NaBH₄ / ethanol; tetrahydrofuran / 5 h / 20 °C

5: 99 percent / TBAF / tetrahydrofuran / 0.33 h / 20 °C

6: 96 percent / imidazole / dimethylformamide / 24 h / 20 °C

With 1,4-diaza-bicyclo[2.2.2]octane; 1H-imidazole; sodium tetrahydroborate; cerium(III) chloride; tetrabutyl ammonium fluoride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/jo070337k

Reference yield:

: 942618-34-0
(3S,5S,6R,7R,8R,10S)-3-benzyloxycarbonylamino-6,7-epoxy-8-hydroxy-10-triethylsilyloxy-1-oxaspiro[4,5]dec-6-en-2-one

: 942618-36-2
(1R,2R,2'S,3S,4R,6S)-1-(2'-benzyloxycarbonylamino-3'-tert-bityldiphenylsilyloxypropyl)-2,3-epoxy-6-hydroxy-4-(4-methylbenzenesulfonyl)cyclohexan-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / 1,4-diazabicyclo[2.2.2]octane / CH₂Cl₂ / 7 h / 20 °C

2: 99 percent / NaBH₄ / ethanol; tetrahydrofuran / 5 h / 20 °C

3: 99 percent / TBAF / tetrahydrofuran / 0.33 h / 20 °C

4: 96 percent / imidazole / dimethylformamide / 24 h / 20 °C

With 1,4-diaza-bicyclo[2.2.2]octane; 1H-imidazole; sodium tetrahydroborate; tetrabutyl ammonium fluoride; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo070337k