N-benzyloxycarbonylalanylprolinal

Base Information

• Chemical Name: N-benzyloxycarbonylalanylprolinal
• CAS No.: 108708-27-6
• Molecular Formula: C₁₆H₂₀N₂O₄
• Molecular Weight: 304.346
• Mol file: 108708-27-6.mol

Synonyms:N-benzyloxycarbonylalanylprolinal

Chemical Property of N-benzyloxycarbonylalanylprolinal

Chemical Property:

• Vapor Pressure: 7.68E-11mmHg at 25°C
• Boiling Point: 518.2°Cat760mmHg
• Flash Point: 267.2°C
• PSA: 75.71000
• Density: 1.265g/cm³
• LogP: 1.82000

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-benzyloxycarbonylalanylprolinal

There total 7 articles about N-benzyloxycarbonylalanylprolinal 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:

(S)-2-formylpyrrolidine-1-carboxylic acid benzyl ester (71461-30-8) → Z-L-Ala-L-prolinal (91650-02-1,108708-27-6)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium acetate / aq. ethanol / 0.12 h / 80 °C

2: H₂ / 10 percent palladium-carbon / methanol / 1 h

3: methanol

4: triethylamine / dimethylformamide / 24 h / Ambient temperature

5: 0.12 M HCl, 37 percent formaldehyde / ethanol / 5 h / Ambient temperature

With hydrogenchloride; formaldehyd; hydrogen; sodium acetate; triethylamine; palladium on activated charcoal; In methanol; ethanol; N,N-dimethyl-formamide;

DOI:10.1248/cpb.34.2931

Reference yield:

N-carbobenzyloxy-L-proline methyl ester (5211-23-4) → Z-L-Ala-L-prolinal (91650-02-1,108708-27-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.76 M diisobutylaluminum hydride / hexane / 30 °C

2: sodium acetate / aq. ethanol / 0.12 h / 80 °C

3: H₂ / 10 percent palladium-carbon / methanol / 1 h

4: methanol

5: triethylamine / dimethylformamide / 24 h / Ambient temperature

6: 0.12 M HCl, 37 percent formaldehyde / ethanol / 5 h / Ambient temperature

With hydrogenchloride; formaldehyd; hydrogen; sodium acetate; diisobutylaluminium hydride; triethylamine; palladium on activated charcoal; In methanol; ethanol; hexane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.34.2931

Reference yield:

Z-L-prolinal semicarbazone (108807-54-1) → Z-L-Ala-L-prolinal (91650-02-1,108708-27-6)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂ / 10 percent palladium-carbon / methanol / 1 h

2: methanol

3: triethylamine / dimethylformamide / 24 h / Ambient temperature

4: 0.12 M HCl, 37 percent formaldehyde / ethanol / 5 h / Ambient temperature

With hydrogenchloride; formaldehyd; hydrogen; triethylamine; palladium on activated charcoal; In methanol; ethanol; N,N-dimethyl-formamide;

DOI:10.1248/cpb.34.2931

upstream raw materials:

benzyloxycarbonylalanine p-nitrophenyl ester

(S)-2-formylpyrrolidine-1-carboxylic acid benzyl ester

N-carbobenzyloxy-L-proline methyl ester

L-prolinal semicarbazone

Refernces