(2S,4S)-4-{((S)-1-Benzyloxycarbonyl-2-hydroxy-ethyl)-[2-(bis-benzyloxycarbonylmethyl-amino)-ethyl]-amino}-pyrrolidine-2-carboxylic acid benzyl ester

Base Information

Chemical Name:(2S,4S)-4-{((S)-1-Benzyloxycarbonyl-2-hydroxy-ethyl)-[2-(bis-benzyloxycarbonylmethyl-amino)-ethyl]-amino}-pyrrolidine-2-carboxylic acid benzyl ester
CAS No.:288582-35-4
Molecular Formula:C₄₂H₄₇N₃O₉
Molecular Weight:737.85
Hs Code.:

(2S,4S)-4-{((S)-1-Benzyloxycarbonyl-2-hydroxy-ethyl)-[2-(bis-benzyloxycarbonylmethyl-amino)-ethyl]-amino}-pyrrolidine-2-carboxylic acid benzyl ester

Synonyms:(2S,4S)-4-{((S)-1-Benzyloxycarbonyl-2-hydroxy-ethyl)-[2-(bis-benzyloxycarbonylmethyl-amino)-ethyl]-amino}-pyrrolidine-2-carboxylic acid benzyl ester

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Chemical Property of (2S,4S)-4-{((S)-1-Benzyloxycarbonyl-2-hydroxy-ethyl)-[2-(bis-benzyloxycarbonylmethyl-amino)-ethyl]-amino}-pyrrolidine-2-carboxylic acid benzyl ester

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Technology Process of (2S,4S)-4-{((S)-1-Benzyloxycarbonyl-2-hydroxy-ethyl)-[2-(bis-benzyloxycarbonylmethyl-amino)-ethyl]-amino}-pyrrolidine-2-carboxylic acid benzyl ester

There total 4 articles about (2S,4S)-4-{((S)-1-Benzyloxycarbonyl-2-hydroxy-ethyl)-[2-(bis-benzyloxycarbonylmethyl-amino)-ethyl]-amino}-pyrrolidine-2-carboxylic acid 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: 99.0%

: 288582-34-3
N-[2-bis[(benzyloxycarbonyl)methyl]aminoethyl]-N-[(2S,4S)-4-[2-(benzyloxycarbonyl)-1-(tert-butyloxycarbonyl)pyrrolidinyl]]-L-serine benzyl ester

: 288582-35-4
(2S,4S)-4-{((S)-1-Benzyloxycarbonyl-2-hydroxy-ethyl)-[2-(bis-benzyloxycarbonylmethyl-amino)-ethyl]-amino}-pyrrolidine-2-carboxylic acid benzyl ester

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1021/jo000071g

Reference yield:

: 1738-72-3
L-serine benzyl ester

: 288582-35-4
(2S,4S)-4-{((S)-1-Benzyloxycarbonyl-2-hydroxy-ethyl)-[2-(bis-benzyloxycarbonylmethyl-amino)-ethyl]-amino}-pyrrolidine-2-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: diisopropylethylamine; (CF₃SO₂)2O / CH₂Cl₂ / 0.75 h / -20 °C

1.2: 64 percent / diisopropylethylamine / CH₂Cl₂ / -20 - -8 °C

2.1: 25 percent / phosphate buffer / acetonitrile; H₂O / 21 h / pH 8 / Heating

3.1: 99 percent / CF₃COOH / CH₂Cl₂ / 1 h / 20 °C

With phosphate buffer; trifluoromethylsulfonic anhydride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; water; acetonitrile; 1.1: sulfonation / 1.2: Substitution / 2.1: Alkylation / 3.1: carbamate cleavage;
DOI:10.1021/jo000071g

Reference yield:

: 89813-47-8
N-(tert-butoxycarbonyl)-(2S,4R)-4-hydroxyproline benzyl ester

: 288582-35-4
(2S,4S)-4-{((S)-1-Benzyloxycarbonyl-2-hydroxy-ethyl)-[2-(bis-benzyloxycarbonylmethyl-amino)-ethyl]-amino}-pyrrolidine-2-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: diisopropylethylamine; (CF₃SO₂)2O / CH₂Cl₂ / 0.75 h / -20 °C

1.2: 64 percent / diisopropylethylamine / CH₂Cl₂ / -20 - -8 °C

2.1: 25 percent / phosphate buffer / acetonitrile; H₂O / 21 h / pH 8 / Heating

3.1: 99 percent / CF₃COOH / CH₂Cl₂ / 1 h / 20 °C

With phosphate buffer; trifluoromethylsulfonic anhydride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; water; acetonitrile; 1.1: sulfonation / 1.2: Substitution / 2.1: Alkylation / 3.1: carbamate cleavage;
DOI:10.1021/jo000071g