(2R,4S,1'R)-1-(4-tolylsulfonyl)-2-(1-hydroxyethyl)-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>pyrrolidine

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Chemical Name:(2R,4S,1'R)-1-(4-tolylsulfonyl)-2-(1-hydroxyethyl)-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>pyrrolidine
CAS No.:141621-11-6
Molecular Formula:C₁₉H₃₃NO₄SSi
Molecular Weight:399.627
Hs Code.:

Synonyms:(2R,4S,1'R)-1-(4-tolylsulfonyl)-2-(1-hydroxyethyl)-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>pyrrolidine

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Chemical Property of (2R,4S,1'R)-1-(4-tolylsulfonyl)-2-(1-hydroxyethyl)-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>pyrrolidine

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Technology Process of (2R,4S,1'R)-1-(4-tolylsulfonyl)-2-(1-hydroxyethyl)-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>pyrrolidine

There total 8 articles about (2R,4S,1'R)-1-(4-tolylsulfonyl)-2-(1-hydroxyethyl)-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>pyrrolidine 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: 5.6%

: 75-16-1
methylmagnesium bromide

: 141621-10-5
(2R,4S)-1-(4-tolylsulfonyl)-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-2-formylpyrrolidine

: 141621-12-7
(2R,4S,1'S)-1-(4-tolylsulfonyl)-2-(1-hydroxyethyl)-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>pyrrolidine

: 141621-11-6
(2R,4S,1'R)-1-(4-tolylsulfonyl)-2-(1-hydroxyethyl)-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>pyrrolidine

Guidance literature:: In diethyl ether; at 0 ℃; for 0.25h;
DOI:10.1021/jm00093a024

Reference yield:

: 116143-07-8
Ethyl (2R,4S)-4-Hydroxy-N-tosyl-2-pyrrolidinecarboxylate

: 141621-11-6
(2R,4S,1'R)-1-(4-tolylsulfonyl)-2-(1-hydroxyethyl)-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>pyrrolidine

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / imidazole / dimethylformamide / 5 h / 40 °C

2: 96 percent / 2N aq. KOH / ethanol / 2 h / Ambient temperature

3: dicyclohexylcarbodiimide (DCCI) / CHCl₃ / 10 - 20 °C

4: 71 percent / LAH / tetrahydrofuran / 0.5 h / -40 °C

5: 5.6 g / diethyl ether / 0.25 h / 0 °C

With 1H-imidazole; potassium hydroxide; lithium aluminium tetrahydride; dicyclohexyl-carbodiimide; In tetrahydrofuran; diethyl ether; ethanol; chloroform; N,N-dimethyl-formamide;
DOI:10.1021/jm00093a024

Reference yield:

: 142928-26-5
(2R,4S)-1-(4-tolylsulfonyl)-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-2-<(3,5-dimethyl-1H-pyrazol-1-yl)-carbonyl>pyrrolidine

: 141621-11-6
(2R,4S,1'R)-1-(4-tolylsulfonyl)-2-(1-hydroxyethyl)-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>pyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

1: 71 percent / LAH / tetrahydrofuran / 0.5 h / -40 °C

2: 5.6 g / diethyl ether / 0.25 h / 0 °C

With lithium aluminium tetrahydride; In tetrahydrofuran; diethyl ether;
DOI:10.1021/jm00093a024