AC-DL-PRO-OH

Base Information

• Chemical Name: AC-DL-PRO-OH
• CAS No.: 1074-79-9
• Molecular Formula: C7H11NO3
• Molecular Weight: 157.169
• Hs Code.: 2933990090
• Mol file: 1074-79-9.mol

Synonyms:DL-Proline,1-acetyl-;Proline, 1-acetyl-, DL- (8CI);1-Acetylpyrrolidine-2-carboxylicacid;DL-Acetylproline;N-Acetyl-DL-proline;

Chemical Property of AC-DL-PRO-OH

Chemical Property:

• Vapor Pressure: 2.31E-06mmHg at 25°C
• Refractive Index: 1.517
• Boiling Point: 366.2 °C at 760 mmHg
• PKA: 3.69±0.20(Predicted)
• Flash Point: 175.3 °C
• PSA: 57.61000
• Density: 1.274 g/cm³
• LogP: 0.01980
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

Acetyl-DL-proline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of AC-DL-PRO-OH

There total 9 articles about AC-DL-PRO-OH 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: 92.0%

acetic anhydride (108-24-7) + rac-Pro-OH (609-36-9,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → N-Acetyl-DL-prolin (1074-79-9)

Guidance literature:

acetic anhydride; With formic acid; In isopropyl alcohol; at 55 - 60 ℃; for 1h;

rac-Pro-OH; at 0 - 5 ℃; for 14h;

DOI:10.3109/14756366.2013.815177

Reference yield: 78.0%

N-acetyl-L-proline benzyl ester (132090-10-9) → N-acetyl-L-proline (68-95-1,1074-79-9,59785-68-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 1h; under 760 Torr;

Reference yield:

L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → N-acetyl-L-proline (68-95-1,1074-79-9,59785-68-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) toluene-4-sulphonic acid monohydrate; 2.) Et₃N / 1.) benzene, reflux, aceotropic H₂O removal, 10 h; 2.) CH₂Cl₂, -5 deg C

2: 78 percent / H₂ / Pd/C (5 percent) / ethanol / 1 h / 760 Torr

With hydrogen; toluene-4-sulfonic acid; triethylamine; palladium on activated charcoal; In ethanol;

upstream raw materials:

acetic anhydride

L-proline

1-acetyl-2-formylpyrrolidine

rac-Pro-OH

Downstream raw materials:

N-(N'-acetyl-L-prolyl)glycine benzyl ester

C₂₂H₃₂N₄O₂

C₂₃H₃₄N₄O₂

Refernces

• 1、 Hateley, Martin J.,Schichl, Daniel A.,Kreuzfeld, Hans-J?rn,Beller, Matthias. "Rhodium-catalysed racemisation of N-acyl α-amino acids". . p. 3821 - 3824. Retrieved 2007/10/03.
• 2、 Calmes, Monique,Daunis, Jacques,Jacquier, Robert,Verducci, Jean. "A general and accurate nmr determination of the enantiomeric purity of α-aminoacids and α-aminoacid derivatives". . p. 2285 - 2292. Retrieved 2007/10/02.