(2S,5R)-1-Benzyl-5-tert-butoxycarbonylmethyl-pyrrolidine-2-carboxylic acid 4-nitro-benzyl ester

Base Information

Chemical Name:(2S,5R)-1-Benzyl-5-tert-butoxycarbonylmethyl-pyrrolidine-2-carboxylic acid 4-nitro-benzyl ester
CAS No.:646505-03-5
Molecular Formula:C₂₅H₃₀N₂O₆
Molecular Weight:454.523
Hs Code.:

Synonyms:(2S,5R)-1-Benzyl-5-tert-butoxycarbonylmethyl-pyrrolidine-2-carboxylic acid 4-nitro-benzyl ester

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Chemical Property of (2S,5R)-1-Benzyl-5-tert-butoxycarbonylmethyl-pyrrolidine-2-carboxylic acid 4-nitro-benzyl ester

Chemical Property:

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Technology Process of (2S,5R)-1-Benzyl-5-tert-butoxycarbonylmethyl-pyrrolidine-2-carboxylic acid 4-nitro-benzyl ester

There total 2 articles about (2S,5R)-1-Benzyl-5-tert-butoxycarbonylmethyl-pyrrolidine-2-carboxylic acid 4-nitro-benzyl 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:

: 5292-43-3
bromoacetic acid tert-butyl ester

: 646505-03-5
(2S,5R)-1-Benzyl-5-tert-butoxycarbonylmethyl-pyrrolidine-2-carboxylic acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: acetonitrile / 40 h

1.2: triphenylphosphine; triethylamine / CH₂Cl₂ / 20 h

2.1: sodium cyanoborohydride; acetic acid / acetonitrile

With sodium cyanoborohydride; acetic acid; In acetonitrile; 1.2: Eschenmoser coupling;
DOI:10.1021/ja037665w

Reference yield:

: 646505-02-4
(S)-1-Benzyl-5-[1-tert-butoxycarbonyl-meth-(E)-ylidene]-pyrrolidine-2-carboxylic acid 4-nitro-benzyl ester

: (2S,5S)-1-Benzyl-5-tert-butoxycarbonylmethyl-pyrrolidine-2-carboxylic acid 4-nitro-benzyl ester

: 646505-03-5
(2S,5R)-1-Benzyl-5-tert-butoxycarbonylmethyl-pyrrolidine-2-carboxylic acid 4-nitro-benzyl ester

Guidance literature:: With sodium cyanoborohydride; acetic acid; In acetonitrile;
DOI:10.1021/ja037665w

Reference yield:

: 646505-03-5
(2S,5R)-1-Benzyl-5-tert-butoxycarbonylmethyl-pyrrolidine-2-carboxylic acid 4-nitro-benzyl ester

: 112283-39-3,112345-98-9
p-nitrobenzyl (3S,5R)-carbapenam-3-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: H₂ / Pd(OH)2/C / ethanol / 48 h

2: t-BuOH / H₂O

3: Cs₂CO₃ / dimethylformamide

4: TFA

5: N-methyl-2-chloropyridinium triflate; diisopropylethylamine / acetonitrile / 4 h

With hydrogen; caesium carbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; N-methyl-2-chloropyridinium trifluoromethanesulfonate; tert-butyl alcohol; palladium dihydroxide; In ethanol; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja037665w