(2S,5R)-5-[(S)-1-(4-Nitro-benzyloxycarbonyl)-propyl]-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester

Base Information

Chemical Name:(2S,5R)-5-[(S)-1-(4-Nitro-benzyloxycarbonyl)-propyl]-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester
CAS No.:84911-27-3
Molecular Formula:C₂₁H₂₈N₂O₈
Molecular Weight:436.462
Hs Code.:

Synonyms:(2S,5R)-5-[(S)-1-(4-Nitro-benzyloxycarbonyl)-propyl]-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester

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Chemical Property of (2S,5R)-5-[(S)-1-(4-Nitro-benzyloxycarbonyl)-propyl]-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester

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Technology Process of (2S,5R)-5-[(S)-1-(4-Nitro-benzyloxycarbonyl)-propyl]-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester

There total 7 articles about (2S,5R)-5-[(S)-1-(4-Nitro-benzyloxycarbonyl)-propyl]-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl 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: 23.0%

: 100-14-1
4-nitrobenzyl chloride

: 84911-24-0
2-<1-(tert-Butoxycarbonyl)-2-carboxy-5-pyrrolidinyl>butanoic Acid

: 84911-29-5
2-<1-(tert-butoxycarbonyl)-2-(p-nitrobenzyloxycarbonyl)-5-pyrrolidinyl>butanoic acid

: 84911-27-3
(2S,5R)-5-[(S)-1-(4-Nitro-benzyloxycarbonyl)-propyl]-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester

: 84911-26-2
(2S,5R)-5-[(S)-1-(4-Nitro-benzyloxycarbonyl)-propyl]-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-(4-nitro-benzyl) ester

Guidance literature:: With N-cyclohexyl-cyclohexanamine; potassium iodide; In N,N-dimethyl-formamide; at 100 ℃; for 19h;
DOI:10.1021/jo00157a010

Reference yield:

: 84911-17-1
Ethyl 5-Thioxopyrrolidine-2-carboxylate

: 84911-27-3
(2S,5R)-5-[(S)-1-(4-Nitro-benzyloxycarbonyl)-propyl]-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 61 percent / NaHCO₃ / CH₂Cl₂ / 36 h / Heating

2: 39 percent / H₂ / PtO₂ / acetic acid; trifluoroacetic acid / 24 h / 3040 Torr / Ambient temperature

3: KOH / H₂O / 12 h / Ambient temperature

4: H₂O / 2-methyl-propan-2-ol / 18 h

5: 14 percent / KI, dicyclohexylamine / dimethylformamide / 19 h / 100 °C

With potassium hydroxide; water; hydrogen; sodium hydrogencarbonate; N-cyclohexyl-cyclohexanamine; potassium iodide; platinum(IV) oxide; In dichloromethane; water; acetic acid; N,N-dimethyl-formamide; trifluoroacetic acid; tert-butyl alcohol;
DOI:10.1021/jo00157a010

Reference yield:

: 84927-07-1
Ethyl 2-<2-(Ethoxycarbonyl)-5-pyrrolidinylidene>-3-oxobutyrate

: 84911-27-3
(2S,5R)-5-[(S)-1-(4-Nitro-benzyloxycarbonyl)-propyl]-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 39 percent / H₂ / PtO₂ / acetic acid; trifluoroacetic acid / 24 h / 3040 Torr / Ambient temperature

2: KOH / H₂O / 12 h / Ambient temperature

3: H₂O / 2-methyl-propan-2-ol / 18 h

4: 14 percent / KI, dicyclohexylamine / dimethylformamide / 19 h / 100 °C

With potassium hydroxide; water; hydrogen; N-cyclohexyl-cyclohexanamine; potassium iodide; platinum(IV) oxide; In water; acetic acid; N,N-dimethyl-formamide; trifluoroacetic acid; tert-butyl alcohol;
DOI:10.1021/jo00157a010