(R)-2-[(R)-1-Amino-2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

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Chemical Name:(R)-2-[(R)-1-Amino-2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester
CAS No.:1053711-85-5
Molecular Formula:C₂₂H₃₆N₂O₅Si
Molecular Weight:436.624
Hs Code.:

Synonyms:(R)-2-[(R)-1-Amino-2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

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Chemical Property of (R)-2-[(R)-1-Amino-2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

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Technology Process of (R)-2-[(R)-1-Amino-2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

There total 5 articles about (R)-2-[(R)-1-Amino-2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester 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:

: 787618-01-3
methyl (+)-(2R,3R)-2-[1-benzyloxycarbonylpyrrolidin-2-yl]-3-(N-tert-butoxycarbonylamino)-4-(tert-butyldimethylsilyloxy)butanoate

: 1053711-85-5
(R)-2-[(R)-1-Amino-2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 0.75h;
DOI:10.1021/jo040163w

Reference yield:

: (2S,4R)-1-(benzyloxycarbonyl)-4-(tert-butyldimethylsilyloxy)pyrrolidine-2-carbonyl chloride

: 1053711-85-5
(R)-2-[(R)-1-Amino-2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 35 percent / Et₃N / CH₂Cl₂ / 16 h / 20 °C

2: CAN / acetonitrile / 0.75 h / 0 °C

3: DMAP / acetonitrile / 20 °C

4: 166 mg / KCN / 20 °C

5: TFA / CH₂Cl₂ / 0.75 h / 0 °C

With dmap; potassium cyanide; ammonium cerium(IV) nitrate; triethylamine; trifluoroacetic acid; In dichloromethane; acetonitrile; 1: Staudinger reaction;
DOI:10.1021/jo040163w

Reference yield:

: 787618-10-4
(3R,4S,7R)-7-(tert-Butyl-dimethyl-silanyloxy)-1-oxo-3-phenyl-2,5-diaza-spiro[3.4]octane-5-carboxylic acid benzyl ester

: 1053711-85-5
(R)-2-[(R)-1-Amino-2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: DMAP / acetonitrile / 20 °C

2: 166 mg / KCN / 20 °C

3: TFA / CH₂Cl₂ / 0.75 h / 0 °C

With dmap; potassium cyanide; trifluoroacetic acid; In dichloromethane; acetonitrile;
DOI:10.1021/jo040163w