(S)-1-{(3R,4S,5S)-4-[((S)-2-tert-Butoxycarbonylamino-3-methyl-butyryl)-methyl-amino]-3-methoxy-5-methyl-heptanoyl}-pyrrolidine-2-carboxylic acid (S)-1-((S)-2-benzyl-3-methoxy-5-oxo-2,5-dihydro-pyrrole-1-carbonyl)-2-methyl-propyl ester

Base Information

Chemical Name:(S)-1-{(3R,4S,5S)-4-[((S)-2-tert-Butoxycarbonylamino-3-methyl-butyryl)-methyl-amino]-3-methoxy-5-methyl-heptanoyl}-pyrrolidine-2-carboxylic acid (S)-1-((S)-2-benzyl-3-methoxy-5-oxo-2,5-dihydro-pyrrole-1-carbonyl)-2-methyl-propyl ester
CAS No.:205498-68-6
Molecular Formula:C₄₂H₆₄N₄O₁₀
Molecular Weight:784.991
Hs Code.:

(S)-1-{(3R,4S,5S)-4-[((S)-2-tert-Butoxycarbonylamino-3-methyl-butyryl)-methyl-amino]-3-methoxy-5-methyl-heptanoyl}-pyrrolidine-2-carboxylic acid (S)-1-((S)-2-benzyl-3-methoxy-5-oxo-2,5-dihydro-pyrrole-1-carbonyl)-2-methyl-propyl ester

Synonyms:(S)-1-{(3R,4S,5S)-4-[((S)-2-tert-Butoxycarbonylamino-3-methyl-butyryl)-methyl-amino]-3-methoxy-5-methyl-heptanoyl}-pyrrolidine-2-carboxylic acid (S)-1-((S)-2-benzyl-3-methoxy-5-oxo-2,5-dihydro-pyrrole-1-carbonyl)-2-methyl-propyl ester

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Chemical Property of (S)-1-{(3R,4S,5S)-4-[((S)-2-tert-Butoxycarbonylamino-3-methyl-butyryl)-methyl-amino]-3-methoxy-5-methyl-heptanoyl}-pyrrolidine-2-carboxylic acid (S)-1-((S)-2-benzyl-3-methoxy-5-oxo-2,5-dihydro-pyrrole-1-carbonyl)-2-methyl-propyl ester

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Technology Process of (S)-1-{(3R,4S,5S)-4-[((S)-2-tert-Butoxycarbonylamino-3-methyl-butyryl)-methyl-amino]-3-methoxy-5-methyl-heptanoyl}-pyrrolidine-2-carboxylic acid (S)-1-((S)-2-benzyl-3-methoxy-5-oxo-2,5-dihydro-pyrrole-1-carbonyl)-2-methyl-propyl ester

There total 5 articles about (S)-1-{(3R,4S,5S)-4-[((S)-2-tert-Butoxycarbonylamino-3-methyl-butyryl)-methyl-amino]-3-methoxy-5-methyl-heptanoyl}-pyrrolidine-2-carboxylic acid (S)-1-((S)-2-benzyl-3-methoxy-5-oxo-2,5-dihydro-pyrrole-1-carbonyl)-2-methyl-propyl 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: 88.0%

: 13734-41-3
t-Boc-L-valine

: (S)-1-((3R,4S,5S)-3-Methoxy-5-methyl-4-methylamino-heptanoyl)-pyrrolidine-2-carboxylic acid (S)-1-((S)-2-benzyl-3-methoxy-5-oxo-2,5-dihydro-pyrrole-1-carbonyl)-2-methyl-propyl ester; hydrochloride

: 205498-68-6
(S)-1-{(3R,4S,5S)-4-[((S)-2-tert-Butoxycarbonylamino-3-methyl-butyryl)-methyl-amino]-3-methoxy-5-methyl-heptanoyl}-pyrrolidine-2-carboxylic acid (S)-1-((S)-2-benzyl-3-methoxy-5-oxo-2,5-dihydro-pyrrole-1-carbonyl)-2-methyl-propyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; chlorotri(pyrrolidin-1-yl)phosphonium hexafluorophosphate; In dichloromethane; for 1h; Ambient temperature;
DOI:10.1021/jm970800t

Reference yield:

: 15761-39-4,59433-50-0
1-(tert-butoxycarbonyl)-L-proline

: 205498-68-6
(S)-1-{(3R,4S,5S)-4-[((S)-2-tert-Butoxycarbonylamino-3-methyl-butyryl)-methyl-amino]-3-methoxy-5-methyl-heptanoyl}-pyrrolidine-2-carboxylic acid (S)-1-((S)-2-benzyl-3-methoxy-5-oxo-2,5-dihydro-pyrrole-1-carbonyl)-2-methyl-propyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / Et₃N, 4-(dimethylamino)pyridine, isopropenyl chlorocarbonate / CH₂Cl₂ / 1.) -5 deg C, 30 min, 2.) RT, 4 h

2: TFA / 0.5 h

3: 88 percent / diisopropylethylamine, (1H-benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate / CH₂Cl₂ / 1 h / Ambient temperature

4: 0.55 g / 3N HCl / dioxane / 1 h / Ambient temperature

5: 88 percent / diisopropylethylamine, tripyrrolidinochlorophosphonium hexafluorophosphate / CH₂Cl₂ / 1 h / Ambient temperature

With hydrogenchloride; dmap; Isopropenyl chloroformate; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; chlorotri(pyrrolidin-1-yl)phosphonium hexafluorophosphate; trifluoroacetic acid; In 1,4-dioxane; dichloromethane;
DOI:10.1021/jm970800t

Reference yield:

: 134816-22-1
(S)-Pyrrolidine-1,2-dicarboxylic acid 2-[(S)-1-((S)-2-benzyl-3-methoxy-5-oxo-2,5-dihydro-pyrrole-1-carbonyl)-2-methyl-propyl] ester 1-tert-butyl ester

: 205498-68-6
(S)-1-{(3R,4S,5S)-4-[((S)-2-tert-Butoxycarbonylamino-3-methyl-butyryl)-methyl-amino]-3-methoxy-5-methyl-heptanoyl}-pyrrolidine-2-carboxylic acid (S)-1-((S)-2-benzyl-3-methoxy-5-oxo-2,5-dihydro-pyrrole-1-carbonyl)-2-methyl-propyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: TFA / 0.5 h

2: 88 percent / diisopropylethylamine, (1H-benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate / CH₂Cl₂ / 1 h / Ambient temperature

3: 0.55 g / 3N HCl / dioxane / 1 h / Ambient temperature

4: 88 percent / diisopropylethylamine, tripyrrolidinochlorophosphonium hexafluorophosphate / CH₂Cl₂ / 1 h / Ambient temperature

With hydrogenchloride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; chlorotri(pyrrolidin-1-yl)phosphonium hexafluorophosphate; trifluoroacetic acid; In 1,4-dioxane; dichloromethane;
DOI:10.1021/jm970800t