Your Location:Home >Produts >intermediates >7531-52-4

7531-52-4

  • Product NameL-Prolinamide
  • Molecular FormulaC5H10N2O
  • Molecular Weight114.147
  • Purity99%
  • Appearancewhite crystalline powder
Inquiry

Product Details

Quick Details

  • CasNo: 7531-52-4
  • Molecular Formula: C5H10N2O
  • Appearance: white crystalline powder
  • Purity: 99%

L-Prolinamide 7531-52-4 with purity >99% Low price in stock

  • Molecular Formula:C5H10N2O
  • Molecular Weight:114.147
  • Appearance/Colour:white crystalline powder 
  • Vapor Pressure:0.000923mmHg at 25°C 
  • Melting Point:97-102 °C 
  • Refractive Index:1.4720 (estimate) 
  • Boiling Point:303.6 °C at 760 mmHg 
  • PKA:16.21±0.20(Predicted) 
  • Flash Point:137.4 °C 
  • PSA:55.12000 
  • Density:1.106 g/cm3 
  • LogP:0.25280 

L-Prolinamide(Cas 7531-52-4) Usage

Chemical Composition and Structure

L-Prolinamide is an important intermediate compound used in the synthesis of polypeptides and chiral drugs. It is composed of a proline amino acid unit with an amide functional group.

Mechanism of Action

L-Prolinamide serves as a chiral ligand in asymmetric catalysis reactions, including Robinson cyclization and Aldol reactions. It participates in various organic transformations as a catalyst or co-catalyst, enhancing reaction rates and product yields.

Production Methods

L-Prolinamide is synthesized from L-proline through a series of chemical reactions, including esterification and ammonolysis. It is produced on an industrial scale using proline as the raw material.

Analysis Method

Liquid chromatography has been developed as an analytical method for detecting L-Prolinamide and its derivatives. This method allows for accurate and sensitive quantification of L-Prolinamide in various samples.

General Description

L-Prolinamide is a versatile and efficient organocatalyst, particularly valued for its role in asymmetric aldol reactions, where it enables high enantioselectivity (up to 99% ee) and diastereoselectivity (anti/syn ratios up to 99:1). It is recoverable and reusable with minimal loss in performance over multiple cycles, making it suitable for large-scale industrial applications. Additionally, derivatives of L-prolinamide have been utilized in the rational design of chiral acyl transfer catalysts, such as DMAP-N-oxides, for dynamic kinetic resolution, further demonstrating its broad utility in synthetic chemistry.

Definition

ChEBI: The carboxamide derivative of L-proline.

InChI:InChI=1/C5H10N2O/c6-5(8)4-2-1-3-7-4/h4,7H,1-3H2,(H2,6,8)/p+1/t4-/m1/s1

7531-52-4 Relevant articles

-

Takahashi,Cohen

, p. 864,865 (1969)

-

-

Haar et al.

, p. 4948,4950 (1975)

-

Preparation method of L-prolinamide

-

Paragraph 0039; 0041-0048, (2021/01/28)

The invention provides a preparation met...

Synthesis method of vildagliptin

-

Paragraph 0031; 0035; 0038; 0042; 0045; 0049, (2020/09/12)

The invention discloses a synthesis meth...

Synthesis method of L-prolinamide

-

, (2019/01/16)

The invention belongs to the field of or...

Synthesis and evaluation of camphor and cytisine-based cyanopyrrolidines as DPP-IV inhibitors for the treatment of type 2 diabetes mellitus

Kuranov,Tsypysheva,Khvostov,Zainullina, Liana F.,Borisevich,Vakhitova, Yu.V.,Luzina,Salakhutdinov

, p. 4402 - 4409 (2018/07/30)

In this study, bornyl- and cytisine-base...

7531-52-4 Process route

(S)-2-Carbamoyl-pyrrolidine-1-carboxylic acid 2-(4-methoxy-phenyl)-2-oxo-ethyl ester
125219-05-8

(S)-2-Carbamoyl-pyrrolidine-1-carboxylic acid 2-(4-methoxy-phenyl)-2-oxo-ethyl ester

1-(4-methoxyphenyl)ethanone
100-06-1

1-(4-methoxyphenyl)ethanone

L-prolinamide
7531-52-4

L-prolinamide

Conditions
Conditions Yield
Irradiation; mild conditions;
L-proline methyl ester monohydrochloride
2133-40-6

L-proline methyl ester monohydrochloride

L-prolinamide
7531-52-4

L-prolinamide

Conditions
Conditions Yield
With ammonia; In methanol;
91%
With ammonia; In methanol; at 0 - 20 ℃; for 15h; Reagent/catalyst; Large scale;
85%
With ammonia; In methanol; at -25 ℃; for 96h; Sealed tube;
55%
With ammonia; butan-1-ol; at 20 ℃; for 10h;
With ammonia; In methanol; Heating; Large scale;
18 kg
With ammonia; at 0 ℃; for 26h; under 2250.23 Torr; Time;
15.8 g

7531-52-4 Upstream products

  • 2577-48-2
    2577-48-2

    methyl (2S)-pyrrolidine carboxylate

  • 5817-26-5
    5817-26-5

    ethyl (2S)-pyrrolidine-2-carboxylate

  • 125219-05-8
    125219-05-8

    (S)-2-Carbamoyl-pyrrolidine-1-carboxylic acid 2-(4-methoxy-phenyl)-2-oxo-ethyl ester

  • 35150-07-3
    35150-07-3

    (S)-tert-butyl 2-carbamoylpyrrolidine-1-carboxylate

7531-52-4 Downstream products

  • 34079-31-7
    34079-31-7

    Z-Pro-NH2

  • 69500-64-7
    69500-64-7

    (S)-2-Aminomethylpyrrolidin

  • 101617-18-9
    101617-18-9

    Z-D-His(CH2Ph)-L-Pro-NH2

  • 101617-18-9
    101617-18-9

    Z-L-His(CH2Ph)-L-Pro-NH2

Relevant Products