N-(1R)-1-phenylethyl (2R)-3-(tert-butoxycarbonyl)amino-2-benzylpropanamide

Base Information

• Chemical Name: N-(1R)-1-phenylethyl (2R)-3-(tert-butoxycarbonyl)amino-2-benzylpropanamide
• CAS No.: 1026021-17-9
• Molecular Formula: C₂₃H₃₀N₂O₃
• Molecular Weight: 382.503
• Mol file: 1026021-17-9.mol

Synonyms:N-(1R)-1-phenylethyl (2R)-3-(tert-butoxycarbonyl)amino-2-benzylpropanamide

Chemical Property of N-(1R)-1-phenylethyl (2R)-3-(tert-butoxycarbonyl)amino-2-benzylpropanamide

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of N-(1R)-1-phenylethyl (2R)-3-(tert-butoxycarbonyl)amino-2-benzylpropanamide

There total 3 articles about N-(1R)-1-phenylethyl (2R)-3-(tert-butoxycarbonyl)amino-2-benzylpropanamide 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: 58.0%

(R)-1-phenyl-ethyl-amine (3886-69-9) + (R)-3-tert-butyloxycarbonyl-β2-homophenylalanine (26250-90-8,189619-55-4,262301-38-2) → N-(1R)-1-phenylethyl (2R)-3-(tert-butoxycarbonyl)amino-2-benzylpropanamide (1026021-17-9)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1021/jo800562x

Reference yield:

(3R)-benzyl-3-(tert-butoxycarbonyl)amino-propanoic acid (26250-90-8,189619-55-4,262301-38-2) + (R)-1-phenyl-ethyl-amine (3886-69-9) → N-(1R)-1-phenylethyl (2S)-3-(tert-butoxycarbonyl)amino-2-benzylpropanamide + N-(1R)-1-phenylethyl (2R)-3-(tert-butoxycarbonyl)amino-2-benzylpropanamide (1026021-17-9)

Guidance literature:

(3R)-benzyl-3-(tert-butoxycarbonyl)amino-propanoic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 0.166667h; Inert atmosphere;

(R)-1-phenyl-ethyl-amine; With triethylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 20h; Overall yield = 76 %; Overall yield = 29 mg; Inert atmosphere;

DOI:10.1002/anie.201412132

Reference yield:

(2R,4R)-2-trifluoromethyl-4-phenyl-3-(3-(N,N-dibenzylamino)-2-benzylpropanoyl)oxazolidine + di-tert-butyl dicarbonate (24424-99-5) + (R)-1-phenyl-ethyl-amine (3886-69-9) → N-(1R)-1-phenylethyl (2S)-3-(tert-butoxycarbonyl)amino-2-benzylpropanamide + N-(1R)-1-phenylethyl (2R)-3-(tert-butoxycarbonyl)amino-2-benzylpropanamide (1026021-17-9)

Guidance literature:

Multistep reaction.;

DOI:10.1021/jo800562x

upstream raw materials:

di-tert-butyl dicarbonate

(R)-1-phenyl-ethyl-amine

(R)-3-tert-butyloxycarbonyl-β²-homophenylalanine

(3R)-benzyl-3-(tert-butoxycarbonyl)amino-propanoic acid