N-[(benzyloxy)carbonyl]-L-phenylalanyl-2-amino-N,2-dimethyl-N-phenylpropanamide

Base Information

• Chemical Name: N-[(benzyloxy)carbonyl]-L-phenylalanyl-2-amino-N,2-dimethyl-N-phenylpropanamide
• CAS No.: 847165-25-7
• Molecular Formula: C₃₃H₃₈N₄O₅
• Molecular Weight: 570.689

Synonyms:N-[(benzyloxy)carbonyl]-L-phenylalanyl-2-amino-N,2-dimethyl-N-phenylpropanamide

Chemical Property of N-[(benzyloxy)carbonyl]-L-phenylalanyl-2-amino-N,2-dimethyl-N-phenylpropanamide

Chemical Property:

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Technology Process of N-[(benzyloxy)carbonyl]-L-phenylalanyl-2-amino-N,2-dimethyl-N-phenylpropanamide

There total 4 articles about N-[(benzyloxy)carbonyl]-L-phenylalanyl-2-amino-N,2-dimethyl-N-phenylpropanamide 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: 89.0%

N-Cbz-L-Phe (1161-13-3) + H-Pro-Aib-N(Me)Ph (847165-47-3) → N-[(benzyloxy)carbonyl]-L-phenylalanyl-2-amino-N,2-dimethyl-N-phenylpropanamide (847165-25-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1002/hlca.200490275

Reference yield:

2,2-dimethyl-3-(N-methyl-N-phenylamino)-2H-azirine (75755-40-7) → N-[(benzyloxy)carbonyl]-L-phenylalanyl-2-amino-N,2-dimethyl-N-phenylpropanamide (847165-25-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / tetrahydrofuran / 60 h / 20 °C

2: 86 percent / Et₂NH / CH₂Cl₂ / 3 h / 20 °C

3: 89 percent / PyAOP; N-ethyl-diisopropylamine / CH₂Cl₂ / 24 h / 20 °C

With diethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1002/hlca.200490275

Reference yield:

Fmoc-Pro-OH (71989-31-6) → N-[(benzyloxy)carbonyl]-L-phenylalanyl-2-amino-N,2-dimethyl-N-phenylpropanamide (847165-25-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / tetrahydrofuran / 60 h / 20 °C

2: 86 percent / Et₂NH / CH₂Cl₂ / 3 h / 20 °C

3: 89 percent / PyAOP; N-ethyl-diisopropylamine / CH₂Cl₂ / 24 h / 20 °C

With diethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1002/hlca.200490275

upstream raw materials:

N-Cbz-L-Phe

H-Pro-Aib-N(Me)Ph

2,2-dimethyl-3-(N-methyl-N-phenylamino)-2H-azirine

Fmoc-Pro-OH

Downstream raw materials:

N-[(benzyloxy)carbonyl]-L-phenylalanyl-L-prolyl-2-amino-2-methylpropanoylglycyl-2-amino-2-methylpropanoyl-2-amino-2-methylpropanoic acid tert-butyl ester

H-Phe-Pro-Aib-Gly-Aib-Aib-OtBu

N-[(benzyloxy)carbonyl]-L-phenylalanyl-2-amino-2-methylpropanoic acid

H-Phe-Pro-Aib-N(Me)Ph

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