(1S)-<2-(Phenylsulfonyl)-2-<(trimethylsilyl)methyl>cyclopropyl>acetonitrile

Base Information

Chemical Name:(1S)-<2-(Phenylsulfonyl)-2-<(trimethylsilyl)methyl>cyclopropyl>acetonitrile
CAS No.:940602-88-0
Molecular Formula:C₁₅H₂₁NO₂SSi
Molecular Weight:307.489
Hs Code.:

Synonyms:(1S)-<2-(Phenylsulfonyl)-2-<(trimethylsilyl)methyl>cyclopropyl>acetonitrile

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Chemical Property of (1S)-<2-(Phenylsulfonyl)-2-<(trimethylsilyl)methyl>cyclopropyl>acetonitrile

Chemical Property:

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Technology Process of (1S)-<2-(Phenylsulfonyl)-2-<(trimethylsilyl)methyl>cyclopropyl>acetonitrile

There total 9 articles about (1S)-<2-(Phenylsulfonyl)-2-<(trimethylsilyl)methyl>cyclopropyl>acetonitrile 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%

: 143-33-9,25596-52-5
sodium cyanide

: 139242-84-5,139344-65-3
(1R)-<2-(Phenylsulfonyl)-2-<(trimethylsilyl)methyl>cyclopropyl>methyl methanesulfonate

: 940602-88-0
(1S)-<2-(Phenylsulfonyl)-2-<(trimethylsilyl)methyl>cyclopropyl>acetonitrile

Guidance literature:: With 15-crown-5; In dimethyl sulfoxide; Ambient temperature;
DOI:10.1021/jo00034a050

Reference yield:

: 17988-59-9
phenyl 2-(trimethylsilyl)ethyl sulfide

: 940602-88-0
(1S)-<2-(Phenylsulfonyl)-2-<(trimethylsilyl)methyl>cyclopropyl>acetonitrile

Guidance literature:: Multi-step reaction with 7 steps

1: 30percent hydrogen peroxide, glacial acetic acid / 2 h / 100 °C

2: 1. n-butyllithium / 1. Et₂O, -78 deg C, 20 min; 2. Et₂O, -78 deg C to r.t.

3: Et₃N / CH₂Cl₂ / Ambient temperature

4: n-butyllithium, diisopropylamine / tetrahydrofuran; hexane / a.) -78 deg C to r.t., b.) r.t., 3 h

5: 83 percent / boron trifluoride etherate / CH₂Cl₂; various solvent(s) / Ambient temperature

6: 95 percent / Et₃N / CH₂Cl₂ / 1 h / Ambient temperature

7: 85 percent / 15-crown-5 / dimethylsulfoxide / Ambient temperature

With n-butyllithium; 15-crown-5; boron trifluoride diethyl etherate; dihydrogen peroxide; acetic acid; triethylamine; diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/jo00034a050

Reference yield:

: 73476-18-3
1-benzenesulfonyl-2-trimethylsilylethane

: 940602-88-0
(1S)-<2-(Phenylsulfonyl)-2-<(trimethylsilyl)methyl>cyclopropyl>acetonitrile

Guidance literature:: Multi-step reaction with 6 steps

1: 1. n-butyllithium / 1. Et₂O, -78 deg C, 20 min; 2. Et₂O, -78 deg C to r.t.

2: Et₃N / CH₂Cl₂ / Ambient temperature

3: n-butyllithium, diisopropylamine / tetrahydrofuran; hexane / a.) -78 deg C to r.t., b.) r.t., 3 h

4: 83 percent / boron trifluoride etherate / CH₂Cl₂; various solvent(s) / Ambient temperature

5: 95 percent / Et₃N / CH₂Cl₂ / 1 h / Ambient temperature

6: 85 percent / 15-crown-5 / dimethylsulfoxide / Ambient temperature

With n-butyllithium; 15-crown-5; boron trifluoride diethyl etherate; triethylamine; diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/jo00034a050