N-(3-benzamido-1-carboxy-4-phenylbutyl)-Ala-Pro

Base Information

• Chemical Name: N-(3-benzamido-1-carboxy-4-phenylbutyl)-Ala-Pro
• CAS No.: 94670-49-2
• Molecular Formula: C₂₆H₃₁N₃O₆
• Molecular Weight: 481.549
• Mol file: 94670-49-2.mol

Synonyms:

Chemical Property of N-(3-benzamido-1-carboxy-4-phenylbutyl)-Ala-Pro

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(3-benzamido-1-carboxy-4-phenylbutyl)-Ala-Pro

There total 10 articles about N-(3-benzamido-1-carboxy-4-phenylbutyl)-Ala-Pro 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: 59.0%

N-(3-benzamido-1-carbomethoxy-4-phenylbutyl)-Ala-Pro-OCH3 (94670-69-6) → N-(3-benzamido-1-carboxy-4-phenylbutyl)-Ala-Pro (94670-49-2,94730-91-3)

Guidance literature:

With sodium hydroxide; for 2h;

DOI:10.1021/jm00382a008

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → N-(3-benzamido-1-carboxy-4-phenylbutyl)-Ala-Pro (94670-49-2,94730-91-3)

Guidance literature:

Multi-step reaction with 10 steps

1: 1.) triethylamine, ClCO₂Et / 1.) ether, -15 deg C, 30 min, 2.) ether, 2 h

2: 76 percent / silver benzoate, triethylamine

3: 36 percent / Dibal-H / hexane; toluene / 1 h

4: TFA / 2 h

5: triethylamine / CH₂Cl₂ / 2 h

6: 39 percent / pyridinium chlorochromate / CH₂Cl₂ / 18 h

7: acetic acid / methanol / 72 h

8: 51 percent / HCl / 18 h / Ambient temperature

9: 53 percent / Amberlyst 15 resin / 192 h / 60 °C

10: 59 percent / aq. NaOH / 2 h

With hydrogenchloride; sodium hydroxide; Amberlyst 15 resin; silver benzoate; chloroformic acid ethyl ester; diisobutylaluminium hydride; acetic acid; triethylamine; pyridinium chlorochromate; trifluoroacetic acid; In methanol; hexane; dichloromethane; toluene;

DOI:10.1021/jm00382a008

Reference yield:

(3S)-tert-butyl 1-benzyl-3-diazo-2-oxopropylcarbamate (60398-41-6) → N-(3-benzamido-1-carboxy-4-phenylbutyl)-Ala-Pro (94670-49-2,94730-91-3)

Guidance literature:

Multi-step reaction with 9 steps

1: 76 percent / silver benzoate, triethylamine

2: 36 percent / Dibal-H / hexane; toluene / 1 h

3: TFA / 2 h

4: triethylamine / CH₂Cl₂ / 2 h

5: 39 percent / pyridinium chlorochromate / CH₂Cl₂ / 18 h

6: acetic acid / methanol / 72 h

7: 51 percent / HCl / 18 h / Ambient temperature

8: 53 percent / Amberlyst 15 resin / 192 h / 60 °C

9: 59 percent / aq. NaOH / 2 h

With hydrogenchloride; sodium hydroxide; Amberlyst 15 resin; silver benzoate; diisobutylaluminium hydride; acetic acid; triethylamine; pyridinium chlorochromate; trifluoroacetic acid; In methanol; hexane; dichloromethane; toluene;

DOI:10.1021/jm00382a008

upstream raw materials:

N-(3-benzamido-1-carbomethoxy-4-phenylbutyl)-Ala-Pro-OCH₃

N-tert-butoxycarbonyl-L-phenylalanine

(3S)-tert-butyl 1-benzyl-3-diazo-2-oxopropylcarbamate

(S)-1-benzyl-3-hydroxypropylamine