L-Phenylalanine, N-[3-(1,1-dimethylethoxy)-3-oxopropyl]-

Base Information

• Chemical Name: L-Phenylalanine, N-[3-(1,1-dimethylethoxy)-3-oxopropyl]-
• CAS No.: 174799-92-9
• Molecular Formula: C16H23NO4
• Molecular Weight: 293.363
• Mol file: 174799-92-9.mol

Synonyms:

Chemical Property of L-Phenylalanine, N-[3-(1,1-dimethylethoxy)-3-oxopropyl]-

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of L-Phenylalanine, N-[3-(1,1-dimethylethoxy)-3-oxopropyl]-

There total 4 articles about L-Phenylalanine, N-[3-(1,1-dimethylethoxy)-3-oxopropyl]- 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: 48.2%

(S)-2-[Benzyl-(2-tert-butoxycarbonyl-ethyl)-amino]-3-phenyl-propionic acid benzyl ester (174799-91-8) → (S)-2-(2-tert-Butoxycarbonyl-ethylamino)-3-phenyl-propionic acid (174799-92-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 4h; under 3102.9 Torr; Ambient temperature;

DOI:10.1021/jo961580e

Reference yield:

tert-butyl 3-aminopropanoate (15231-41-1) → (S)-2-(2-tert-Butoxycarbonyl-ethylamino)-3-phenyl-propionic acid (174799-92-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) Et₃N, MgSO₄, 2.) NaBH₄ / 1.) MeOH, room temperature, 1.5 h, 2.) MeOH, -5 deg C (1.5 h), 0 deg C (1 h)

2: 71.5 percent / Et₃N / CH₂Cl₂ / 1.) 0 deg C, 30 min, 2.) room temperature, 18 h

3: 48.2 percent / H₂ / Pd/C / methanol / 4 h / 3102.9 Torr / Ambient temperature

With sodium tetrahydroborate; hydrogen; magnesium sulfate; triethylamine; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1021/jo961580e

Reference yield:

3-(((benzyloxy)carbonyl)amino)propionic tert-butyl ester (18605-26-0) → (S)-2-(2-tert-Butoxycarbonyl-ethylamino)-3-phenyl-propionic acid (174799-92-9)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂ / Pd/C / methanol; acetic acid / 4 h / 3102.9 Torr / Ambient temperature

2: 1.) Et₃N, MgSO₄, 2.) NaBH₄ / 1.) MeOH, room temperature, 1.5 h, 2.) MeOH, -5 deg C (1.5 h), 0 deg C (1 h)

3: 71.5 percent / Et₃N / CH₂Cl₂ / 1.) 0 deg C, 30 min, 2.) room temperature, 18 h

4: 48.2 percent / H₂ / Pd/C / methanol / 4 h / 3102.9 Torr / Ambient temperature

With sodium tetrahydroborate; hydrogen; magnesium sulfate; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; acetic acid;

DOI:10.1021/jo961580e

upstream raw materials:

(S)-2-[Benzyl-(2-tert-butoxycarbonyl-ethyl)-amino]-3-phenyl-propionic acid benzyl ester

3-(((benzyloxy)carbonyl)amino)propionic tert-butyl ester

tert-butyl 3-aminopropanoate

tert-butyl 3-(benzylamino)propanoate