tert-butyldimethylsilyl ether of (2S,3S) 2-benzyloxycarbonylamino-1-cyclohexyl-5-isopropyl-5-hexen-3-ol

Base Information

Chemical Name:tert-butyldimethylsilyl ether of (2S,3S) 2-benzyloxycarbonylamino-1-cyclohexyl-5-isopropyl-5-hexen-3-ol
CAS No.:151337-14-3
Molecular Formula:C₂₉H₄₉NO₃Si
Molecular Weight:487.798
Hs Code.:

Synonyms:tert-butyldimethylsilyl ether of (2S,3S) 2-benzyloxycarbonylamino-1-cyclohexyl-5-isopropyl-5-hexen-3-ol

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Chemical Property of tert-butyldimethylsilyl ether of (2S,3S) 2-benzyloxycarbonylamino-1-cyclohexyl-5-isopropyl-5-hexen-3-ol

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Technology Process of tert-butyldimethylsilyl ether of (2S,3S) 2-benzyloxycarbonylamino-1-cyclohexyl-5-isopropyl-5-hexen-3-ol

There total 5 articles about tert-butyldimethylsilyl ether of (2S,3S) 2-benzyloxycarbonylamino-1-cyclohexyl-5-isopropyl-5-hexen-3-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: 94.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 151337-12-1
(2S,3S) 2-benzyloxycarbonylamino-1-cyclohexyl-5-isopropyl-5-hexen-3-ol

: 151337-14-3
tert-butyldimethylsilyl ether of (2S,3S) 2-benzyloxycarbonylamino-1-cyclohexyl-5-isopropyl-5-hexen-3-ol

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 35 ℃; for 8h;
DOI:10.1016/S0040-4020(01)81896-2

Reference yield:

: 563-80-4
3-methyl-butan-2-one

: 151337-14-3
tert-butyldimethylsilyl ether of (2S,3S) 2-benzyloxycarbonylamino-1-cyclohexyl-5-isopropyl-5-hexen-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) sodium bis(trimethylsilyl)amide / 1.) THF, -78 deg C, 50 min, 2.) -78 deg C, 10 min; to rt., 50 min

2: 1.) magnesium, 1,2-dibromoethane, 2.) nickel acetylacetonate / 1.) THF, reflux, 30 min, 2.) THF, rt., 1.5 h

3: 1.) SnCl₄ / 1.) CH₂Cl₂, -78 deg C, 2 h, 2.) CH₂Cl₂, -78 deg C, 1 h

4: 94 percent / imidazole / dimethylformamide / 8 h / 35 °C

With 1H-imidazole; bis(acetylacetonate)nickel(II); sodium hexamethyldisilazane; tin(IV) chloride; magnesium; ethylene dibromide; In N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)81896-2

Reference yield:

: 153306-15-1
diethyl 2-(3-methylbuten-1-yl)phosphonate

: 151337-14-3
tert-butyldimethylsilyl ether of (2S,3S) 2-benzyloxycarbonylamino-1-cyclohexyl-5-isopropyl-5-hexen-3-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) magnesium, 1,2-dibromoethane, 2.) nickel acetylacetonate / 1.) THF, reflux, 30 min, 2.) THF, rt., 1.5 h

2: 1.) SnCl₄ / 1.) CH₂Cl₂, -78 deg C, 2 h, 2.) CH₂Cl₂, -78 deg C, 1 h

3: 94 percent / imidazole / dimethylformamide / 8 h / 35 °C

With 1H-imidazole; bis(acetylacetonate)nickel(II); tin(IV) chloride; magnesium; ethylene dibromide; In N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)81896-2