Carbamic acid, [(1S)-2-[(2S)-2-ethynyl-1-pyrrolidinyl]-2-oxo-1-[[4-(phenylmethoxy)phenyl ]methyl]ethyl]-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: Carbamic acid, [(1S)-2-[(2S)-2-ethynyl-1-pyrrolidinyl]-2-oxo-1-[[4-(phenylmethoxy)phenyl ]methyl]ethyl]-, 1,1-dimethylethyl ester
• CAS No.: 881691-88-9
• Molecular Formula: C₂₇H₃₂N₂O₄
• Molecular Weight: 448.562
• Mol file: 881691-88-9.mol

Synonyms:

Chemical Property of Carbamic acid, [(1S)-2-[(2S)-2-ethynyl-1-pyrrolidinyl]-2-oxo-1-[[4-(phenylmethoxy)phenyl ]methyl]ethyl]-, 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Carbamic acid, [(1S)-2-[(2S)-2-ethynyl-1-pyrrolidinyl]-2-oxo-1-[[4-(phenylmethoxy)phenyl ]methyl]ethyl]-, 1,1-dimethylethyl ester

There total 1 articles about Carbamic acid, [(1S)-2-[(2S)-2-ethynyl-1-pyrrolidinyl]-2-oxo-1-[[4-(phenylmethoxy)phenyl ]methyl]ethyl]-, 1,1-dimethylethyl 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:

(S)-tert-butyl 2-ethynylpyrrolidine-1-carboxylate (130418-90-5,130495-08-8) → tert-butyl (S)-1-(4-(benzyloxy)benzyl)-2-((S)-2-ethynylpyrrolidin-1-yl)-2-oxoethylcarbamate (881691-88-9)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrochloric acid / diethyl ether; H₂O / 24 h

2: 61 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; N-hydroxybenzotriazole; diisopropylethylamine / CH₂Cl₂ / 16 h / 20 °C

With hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In diethyl ether; dichloromethane; water;

DOI:10.1021/ol053095o

Reference yield:

tert-butyl (S)-1-(4-(benzyloxy)benzyl)-2-((S)-2-ethynylpyrrolidin-1-yl)-2-oxoethylcarbamate (881691-88-9) → (S)-1-((S)-2-(4-((S)-1-((S)-2-amino-3-(4-(benzyloxy)phenyl)propanoyl)pyrrolidin-2-yl)-1H-1,2,3-triazol-1-yl)-3-methylbutanoyl)pyrrolidine-2-carboxylic acid trifluoroacetic acid salt

Guidance literature:

Multi-step reaction with 2 steps

1: diisopropylethylamine; 2,6-lutidine; copper(I) iodide / acetonitrile; tetrahydrofuran / 16 h

2: CHCl₃ / 5 h

With 2,6-dimethylpyridine; copper(l) iodide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; chloroform; acetonitrile;

DOI:10.1021/ol053095o

Reference yield:

(S)-tert-butyl 1-((S)-2-azido-3-methylbutanoyl)pyrrolidine-2-carboxylate (881691-87-8) + tert-butyl (S)-1-(4-(benzyloxy)benzyl)-2-((S)-2-ethynylpyrrolidin-1-yl)-2-oxoethylcarbamate (881691-88-9) → (S)-1-[(S)-2-(4-{(S)-1-[(S)-3-(4-Benzyloxy-phenyl)-2-tert-butoxycarbonylamino-propionyl]-pyrrolidin-2-yl}-[1,2,3]triazol-1-yl)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid tert-butyl ester

Guidance literature:

With 2,6-dimethylpyridine; copper(l) iodide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; acetonitrile; for 16h;

DOI:10.1021/ol053095o

upstream raw materials:

(S)-tert-butyl 2-ethynylpyrrolidine-1-carboxylate