(2R,3S)-3-(tert-Butyldimethylsilanyloxy)-2-[(1R)-1-(3-chloro-4-cyano-2-methylphenylamino)ethyl]pyrrolidine

Base Information

Chemical Name:(2R,3S)-3-(tert-Butyldimethylsilanyloxy)-2-[(1R)-1-(3-chloro-4-cyano-2-methylphenylamino)ethyl]pyrrolidine
CAS No.:757248-20-7
Molecular Formula:C₂₀H₃₂ClN₃OSi
Molecular Weight:394.032
Hs Code.:

Synonyms:(2R,3S)-3-(tert-Butyldimethylsilanyloxy)-2-[(1R)-1-(3-chloro-4-cyano-2-methylphenylamino)ethyl]pyrrolidine

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Chemical Property of (2R,3S)-3-(tert-Butyldimethylsilanyloxy)-2-[(1R)-1-(3-chloro-4-cyano-2-methylphenylamino)ethyl]pyrrolidine

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Technology Process of (2R,3S)-3-(tert-Butyldimethylsilanyloxy)-2-[(1R)-1-(3-chloro-4-cyano-2-methylphenylamino)ethyl]pyrrolidine

There total 12 articles about (2R,3S)-3-(tert-Butyldimethylsilanyloxy)-2-[(1R)-1-(3-chloro-4-cyano-2-methylphenylamino)ethyl]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:

: 757248-19-4
C₂₅H₄₀ClN₃O₃Si

: 757248-20-7
(2R,3S)-3-(tert-Butyldimethylsilanyloxy)-2-[(1R)-1-(3-chloro-4-cyano-2-methylphenylamino)ethyl]pyrrolidine

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 3h;
DOI:10.1021/jm070312d

Reference yield:

: 573768-09-9
4-amino-2-chloro-3-methyl-benzonitrile

: 757248-20-7
(2R,3S)-3-(tert-Butyldimethylsilanyloxy)-2-[(1R)-1-(3-chloro-4-cyano-2-methylphenylamino)ethyl]pyrrolidine

Guidance literature:: Multi-step reaction with 3 steps

1: 39 percent / CuI; tert-butylnitrite / acetonitrile / 3 h / 65 °C

2: Cs₂CO₃ / Pd₂(dba)3; chiral ferrocenyl catalyst / toluene; dimethylsulfoxide / 48 h / 100 °C

3: TFA / CH₂Cl₂ / 3 h / 20 °C

With copper(l) iodide; tert.-butylnitrite; caesium carbonate; trifluoroacetic acid; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; chiral ferrocenyl catalyst; In dichloromethane; dimethyl sulfoxide; toluene; acetonitrile;
DOI:10.1021/jm070312d

Reference yield:

: 627531-48-0
N-(3-chloro-4-cyano-2-methylphenyl)acetamide

: 757248-20-7
(2R,3S)-3-(tert-Butyldimethylsilanyloxy)-2-[(1R)-1-(3-chloro-4-cyano-2-methylphenylamino)ethyl]pyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / conc. HCl; EtOH / 0.5 h / Heating

2: 39 percent / CuI; tert-butylnitrite / acetonitrile / 3 h / 65 °C

3: Cs₂CO₃ / Pd₂(dba)3; chiral ferrocenyl catalyst / toluene; dimethylsulfoxide / 48 h / 100 °C

4: TFA / CH₂Cl₂ / 3 h / 20 °C

With hydrogenchloride; copper(l) iodide; tert.-butylnitrite; ethanol; caesium carbonate; trifluoroacetic acid; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; chiral ferrocenyl catalyst; In dichloromethane; dimethyl sulfoxide; toluene; acetonitrile;
DOI:10.1021/jm070312d