(2S,5S)-5-[(3S,5S)-1-Acetyl-5-(4-nitro-phenoxycarbonyl)-pyrrolidin-3-ylsulfanylmethyl]-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

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Chemical Name:(2S,5S)-5-[(3S,5S)-1-Acetyl-5-(4-nitro-phenoxycarbonyl)-pyrrolidin-3-ylsulfanylmethyl]-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester
CAS No.:136175-17-2
Molecular Formula:C₂₅H₃₃N₃O₉S
Molecular Weight:551.618
Hs Code.:

(2S,5S)-5-[(3S,5S)-1-Acetyl-5-(4-nitro-phenoxycarbonyl)-pyrrolidin-3-ylsulfanylmethyl]-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

Synonyms:(2S,5S)-5-[(3S,5S)-1-Acetyl-5-(4-nitro-phenoxycarbonyl)-pyrrolidin-3-ylsulfanylmethyl]-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

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Chemical Property of (2S,5S)-5-[(3S,5S)-1-Acetyl-5-(4-nitro-phenoxycarbonyl)-pyrrolidin-3-ylsulfanylmethyl]-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

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Technology Process of (2S,5S)-5-[(3S,5S)-1-Acetyl-5-(4-nitro-phenoxycarbonyl)-pyrrolidin-3-ylsulfanylmethyl]-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

There total 35 articles about (2S,5S)-5-[(3S,5S)-1-Acetyl-5-(4-nitro-phenoxycarbonyl)-pyrrolidin-3-ylsulfanylmethyl]-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl 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: 85.0%

: 100-02-7,78813-13-5,89830-32-0
4-nitro-phenol

: 120980-90-7
(2S,5S)-5-((3S,5S)-1-Acetyl-5-carboxy-pyrrolidin-3-ylsulfanylmethyl)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

: 136175-17-2
(2S,5S)-5-[(3S,5S)-1-Acetyl-5-(4-nitro-phenoxycarbonyl)-pyrrolidin-3-ylsulfanylmethyl]-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

Guidance literature:: With dicyclohexyl-carbodiimide; In dichloromethane;
DOI:10.1016/S0040-4039(00)80644-9

Reference yield: 82.0%

: 100-02-7,78813-13-5,89830-32-0
4-nitro-phenol

: 120980-90-7,136314-75-5
(2R,5R)-5-((3R,5R)-1-Acetyl-5-carboxy-pyrrolidin-3-ylsulfanylmethyl)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

: 136175-17-2,136235-09-1
(2S,5S)-5-[(3S,5S)-1-Acetyl-5-(4-nitro-phenoxycarbonyl)-pyrrolidin-3-ylsulfanylmethyl]-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

Guidance literature:: With dicyclohexyl-carbodiimide; In ethyl acetate; 1) 0 deg C, 1 h, 2) 23 deg C, 3 h;
DOI:10.1021/jo00023a037

Reference yield:

: 40216-83-9
L-4-hydroxyproline methyl ester hydrochloride

: 136175-17-2
(2S,5S)-5-[(3S,5S)-1-Acetyl-5-(4-nitro-phenoxycarbonyl)-pyrrolidin-3-ylsulfanylmethyl]-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 78 percent / NaHCO₃ / dioxane; H₂O / 2 h / 23 °C

2: 64 percent / pyridine / 15 h / 0 °C

3: 82 percent / 1M NaOH / methanol / 0 - 23 °C

4: 1) Na metal / 1) EtOH, 30 deg C, 2) DMSO, 16 h

5: NH₃, Na / 0.5 h / -78 °C

6: dimethylsulfoxide / 23 °C

7: dicyclohexylcarbodiimide (DCCI) / ethyl acetate / 1) 0 deg C, 2) 23 deg C

With pyridine; sodium hydroxide; ammonia; sodium; sodium hydrogencarbonate; dicyclohexyl-carbodiimide; In 1,4-dioxane; methanol; water; dimethyl sulfoxide; ethyl acetate;
DOI:10.1021/jo00023a037