(S)-tert-butyl 3-((R)-1-((2R,4R)-2-(2-(benzyloxycarbonylamino)ethylcarbamoyl)-4-(naphthalen-2-ylmethoxy)pyrrolidin-1-yl)-1-oxo-3-phenylpropan-2-ylcarbamoyl)piperidine-1-carboxylate

Base Information

Chemical Name:(S)-tert-butyl 3-((R)-1-((2R,4R)-2-(2-(benzyloxycarbonylamino)ethylcarbamoyl)-4-(naphthalen-2-ylmethoxy)pyrrolidin-1-yl)-1-oxo-3-phenylpropan-2-ylcarbamoyl)piperidine-1-carboxylate
CAS No.:906536-10-5
Molecular Formula:C₄₆H₅₅N₅O₈
Molecular Weight:805.971
Hs Code.:

(S)-tert-butyl 3-((R)-1-((2R,4R)-2-(2-(benzyloxycarbonylamino)ethylcarbamoyl)-4-(naphthalen-2-ylmethoxy)pyrrolidin-1-yl)-1-oxo-3-phenylpropan-2-ylcarbamoyl)piperidine-1-carboxylate

Synonyms:(S)-tert-butyl 3-((R)-1-((2R,4R)-2-(2-(benzyloxycarbonylamino)ethylcarbamoyl)-4-(naphthalen-2-ylmethoxy)pyrrolidin-1-yl)-1-oxo-3-phenylpropan-2-ylcarbamoyl)piperidine-1-carboxylate

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Chemical Property of (S)-tert-butyl 3-((R)-1-((2R,4R)-2-(2-(benzyloxycarbonylamino)ethylcarbamoyl)-4-(naphthalen-2-ylmethoxy)pyrrolidin-1-yl)-1-oxo-3-phenylpropan-2-ylcarbamoyl)piperidine-1-carboxylate

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Technology Process of (S)-tert-butyl 3-((R)-1-((2R,4R)-2-(2-(benzyloxycarbonylamino)ethylcarbamoyl)-4-(naphthalen-2-ylmethoxy)pyrrolidin-1-yl)-1-oxo-3-phenylpropan-2-ylcarbamoyl)piperidine-1-carboxylate

There total 3 articles about (S)-tert-butyl 3-((R)-1-((2R,4R)-2-(2-(benzyloxycarbonylamino)ethylcarbamoyl)-4-(naphthalen-2-ylmethoxy)pyrrolidin-1-yl)-1-oxo-3-phenylpropan-2-ylcarbamoyl)piperidine-1-carboxylate 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: 31.0%

: 906536-21-8
benzyl 2-((2R,4R)-1-((R)-2-amino-3-phenylpropanoyl)-4-(naphthalen-2-ylmethoxy)pyrrolidine-2-carboxamido)ethylcarbamate

: 26250-84-0
(S)-(-)-1-(tert-butoxycarbonyl)-2-piperidinecarboxylic acid

: 906536-10-5
(S)-tert-butyl 3-((R)-1-((2R,4R)-2-(2-(benzyloxycarbonylamino)ethylcarbamoyl)-4-(naphthalen-2-ylmethoxy)pyrrolidin-1-yl)-1-oxo-3-phenylpropan-2-ylcarbamoyl)piperidine-1-carboxylate

Guidance literature:: With 4-methyl-morpholine; 1,2,3-Benzotriazole; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide; for 3h;
DOI:10.1021/jm060384p

Reference yield:

: 906536-20-7
N-(tert-butoxycarbonyl)-D-phenylalanyl-(4R)-N-({[(benzyloxy)carbonyl]amino}ethyl)-4-(2-naphthylmethoxy)-D-prolinamide

: 906536-10-5
(S)-tert-butyl 3-((R)-1-((2R,4R)-2-(2-(benzyloxycarbonylamino)ethylcarbamoyl)-4-(naphthalen-2-ylmethoxy)pyrrolidin-1-yl)-1-oxo-3-phenylpropan-2-ylcarbamoyl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / TFA / CH₂Cl₂ / 3 h

2: 31 percent / 1H-benzotriazole; 4-methylmorpholine; ethyldimethylaminopropyl carbodiimide / dimethylformamide / 3 h

With 4-methyl-morpholine; 1,2,3-Benzotriazole; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm060384p

Reference yield:

: 18942-49-9
Boc-D-Phe-OH

: 906536-10-5
(S)-tert-butyl 3-((R)-1-((2R,4R)-2-(2-(benzyloxycarbonylamino)ethylcarbamoyl)-4-(naphthalen-2-ylmethoxy)pyrrolidin-1-yl)-1-oxo-3-phenylpropan-2-ylcarbamoyl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 2.95 g / 1H-benzotriazole; 4-methylmorpholine; ethyldimethylaminopropyl carbodiimide / dimethylformamide / 3 h

2: 100 percent / TFA / CH₂Cl₂ / 3 h

3: 31 percent / 1H-benzotriazole; 4-methylmorpholine; ethyldimethylaminopropyl carbodiimide / dimethylformamide / 3 h

With 4-methyl-morpholine; 1,2,3-Benzotriazole; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm060384p