methyl (S)-2-[(S)-2-(tert-butoxycarbonylamino)-N,4-dimethylpentanamido]-3-phenylpropanoate

Base Information

• Chemical Name: methyl (S)-2-[(S)-2-(tert-butoxycarbonylamino)-N,4-dimethylpentanamido]-3-phenylpropanoate
• CAS No.: 227616-01-5
• Molecular Formula: C₂₂H₃₄N₂O₅
• Molecular Weight: 406.522

Synonyms:methyl (S)-2-[(S)-2-(tert-butoxycarbonylamino)-N,4-dimethylpentanamido]-3-phenylpropanoate

Chemical Property of methyl (S)-2-[(S)-2-(tert-butoxycarbonylamino)-N,4-dimethylpentanamido]-3-phenylpropanoate

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Technology Process of methyl (S)-2-[(S)-2-(tert-butoxycarbonylamino)-N,4-dimethylpentanamido]-3-phenylpropanoate

There total 2 articles about methyl (S)-2-[(S)-2-(tert-butoxycarbonylamino)-N,4-dimethylpentanamido]-3-phenylpropanoate 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:

N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) + (N-methyl)-L-phenylalanine methyl ester hydrochloride (19460-86-7) → methyl (S)-2-[(S)-2-(tert-butoxycarbonylamino)-N,4-dimethylpentanamido]-3-phenylpropanoate (227616-01-5)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 0 - 20 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.molstruc.2016.03.019

Reference yield:

N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) + N-methyl-L-phenylalanine methyl ester (2439-60-3,27442-39-3) → methyl (S)-2-[(S)-2-(tert-butoxycarbonylamino)-N,4-dimethylpentanamido]-3-phenylpropanoate (227616-01-5)

Guidance literature:

With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;

DOI:10.1021/ja020166v

Reference yield: 100.0%

methyl (S)-2-[(S)-2-(tert-butoxycarbonylamino)-N,4-dimethylpentanamido]-3-phenylpropanoate (227616-01-5) → (S)-2-[((S)-2-Amino-4-methyl-pentanoyl)-methyl-amino]-3-phenyl-propionic acid methyl ester (915374-29-7)

Guidance literature:

With methoxybenzene; trifluoroacetic acid; In dichloromethane;

DOI:10.1016/j.bmc.2006.04.031

upstream raw materials:

N-tert-butoxycarbonyl-L-leucine

N-methyl-L-phenylalanine methyl ester

(N-methyl)-L-phenylalanine methyl ester hydrochloride

Downstream raw materials:

(S)-2-[((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoyl)-methyl-amino]-3-phenyl-propionic acid

(S)-2-[((S)-2-Amino-4-methyl-pentanoyl)-methyl-amino]-3-phenyl-propionic acid methyl ester

(S)-2-({(S)-2-[(S)-2-(tert-Butoxycarbonyl-methyl-amino)-3-methyl-butyrylamino]-4-methyl-pentanoyl}-methyl-amino)-3-phenyl-propionic acid methyl ester

(S)-2-{[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-4-methyl-pentanoyl]-methyl-amino}-3-phenyl-propionic acid methyl ester

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