(2R,3R)-3-{4-[2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-ethyl]-phenoxy}-1-[2-(2-dimethylamino-propionylamino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid

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Chemical Name:(2R,3R)-3-{4-[2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-ethyl]-phenoxy}-1-[2-(2-dimethylamino-propionylamino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid
CAS No.:89088-28-8
Molecular Formula:C₃₇H₅₃N₅O₈
Molecular Weight:695.857
Hs Code.:

(2R,3R)-3-{4-[2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-ethyl]-phenoxy}-1-[2-(2-dimethylamino-propionylamino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid

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Chemical Property of (2R,3R)-3-{4-[2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-ethyl]-phenoxy}-1-[2-(2-dimethylamino-propionylamino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid

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Technology Process of (2R,3R)-3-{4-[2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-ethyl]-phenoxy}-1-[2-(2-dimethylamino-propionylamino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid

There total 22 articles about (2R,3R)-3-{4-[2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-ethyl]-phenoxy}-1-[2-(2-dimethylamino-propionylamino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid 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:

: 4864-38-4
(S)-2-((S)-2-Benzyloxycarbonylamino-propionylamino)-3-methyl-butyric acid methyl ester

: 89088-28-8,89162-92-5
(2S,3S)-3-{4-[2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-ethyl]-phenoxy}-1-[2-(2-dimethylamino-propionylamino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 3.5 g / 97percent formic acid / Pd/C / methanol / 0.17 h

2: 63 percent / 1. HCOOH, 2. NaCNBH₃ / methanol / 1 h / 25 °C

3: 0.376 g / hydrazine, formic acid / methanol / 2 h / 25 °C

4: 5.5m HCl, isoamylnitrit / dimethylformamide / 0.5 h / -25 °C

5: DIPEA / dimethylformamide / 1. 24h, -25 degC, 2. 24h, 5 deg C

With hydrogenchloride; formic acid; sodium cyanoborohydride; N-ethyl-N,N-diisopropylamine; hydrazine; isopentyl nitrite; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;
DOI:10.1021/jo00180a011

Reference yield:

: 4864-38-4
(S)-2-((S)-2-Benzyloxycarbonylamino-propionylamino)-3-methyl-butyric acid methyl ester

: 89088-28-8,89162-92-5
(2R,3R)-3-{4-[2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-ethyl]-phenoxy}-1-[2-(2-dimethylamino-propionylamino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 3.5 g / 97percent formic acid / Pd/C / methanol / 0.17 h

2: 63 percent / 1. HCOOH, 2. NaCNBH₃ / methanol / 1 h / 25 °C

3: 0.376 g / hydrazine, formic acid / methanol / 2 h / 25 °C

4: 5.5m HCl, isoamylnitrit / dimethylformamide / 0.5 h / -25 °C

5: DIPEA / dimethylformamide / 1. 24h, -25 degC, 2. 24h, 5 deg C

With hydrogenchloride; formic acid; sodium cyanoborohydride; N-ethyl-N,N-diisopropylamine; hydrazine; isopentyl nitrite; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;
DOI:10.1021/jo00180a011

Reference yield:

: 4070-48-8
L-valine methyl ester

: 89088-28-8,89162-92-5
(2S,3S)-3-{4-[2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-ethyl]-phenoxy}-1-[2-(2-dimethylamino-propionylamino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 1. isobutyl chloroformate, N-methylmorpholine / 1. ethal acetate, 0 deg C, 15 min., 2. 0 deg C, 20 min.

2: 3.5 g / 97percent formic acid / Pd/C / methanol / 0.17 h

3: 63 percent / 1. HCOOH, 2. NaCNBH₃ / methanol / 1 h / 25 °C

4: 0.376 g / hydrazine, formic acid / methanol / 2 h / 25 °C

5: 5.5m HCl, isoamylnitrit / dimethylformamide / 0.5 h / -25 °C

6: DIPEA / dimethylformamide / 1. 24h, -25 degC, 2. 24h, 5 deg C

With 4-methyl-morpholine; hydrogenchloride; formic acid; sodium cyanoborohydride; N-ethyl-N,N-diisopropylamine; hydrazine; isobutyl chloroformate; isopentyl nitrite; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;
DOI:10.1021/jo00180a011