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4-methyleneproline, a derivative of the amino acid proline, is an organic compound that features a unique chemical and structural profile. The incorporation of a methylene group into the proline molecule significantly enhances its reactivity, making it a valuable component in the synthesis of complex molecules. This modification also impacts the conformation and stability of peptides containing proline, opening up new avenues for drug design and development. 4-methyleneproline is thus a promising platform for the creation of novel drugs and biologically active molecules.

20309-87-9

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20309-87-9 Usage

Uses

Used in Organic Synthesis:
4-methyleneproline is used as a building block in organic synthesis for its enhanced reactivity due to the addition of a methylene group, which facilitates the construction of complex molecular structures.
Used in Pharmaceutical Research:
In pharmaceutical research, 4-methyleneproline is utilized as a key component for the development of new drugs. Its unique properties allow for the design of molecules with altered conformations and stabilities, potentially leading to more effective pharmaceutical agents.
Used in Drug Design and Development:
4-methyleneproline is employed as a structural modifier in drug design and development, providing novel opportunities for creating biologically active molecules with improved pharmacological properties.
Used in the Synthesis of Bioactive Natural Products and Pharmaceuticals:
4-methyleneproline is also used in the synthesis of bioactive natural products and pharmaceuticals, where its unique structural attributes contribute to the discovery of new therapeutic agents with potential applications in various medical fields.

Check Digit Verification of cas no

The CAS Registry Mumber 20309-87-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,0,3,0 and 9 respectively; the second part has 2 digits, 8 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 20309-87:
(7*2)+(6*0)+(5*3)+(4*0)+(3*9)+(2*8)+(1*7)=79
79 % 10 = 9
So 20309-87-9 is a valid CAS Registry Number.
InChI:InChI=1/C6H9NO2/c1-4-2-5(6(8)9)7-3-4/h5,7H,1-3H2,(H,8,9)/t5-/m0/s1

20309-87-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name (2S)-4-methylenepyrrolidine-2-carboxylic acid

1.2 Other means of identification

Product number -
Other names 4-methylene proline

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:20309-87-9 SDS

20309-87-9Relevant academic research and scientific papers

Asymmetric synthesis of cyclic α-amino acids (-)-baikiain and (-)-4 methyleneproline from (S)-Boc-BMI

Mazon, Angel,Najera, Carmen

, p. 1855 - 1859 (1997)

The enantiomerically pure glycine derivative tert-butyl (S)-2-(tert-butyl)-3-methyl-4-oxo-l-imidazolidinecarboxylate (Boc-BMI) reacts with (Z)-1,4-dichloro-2-butene and 3-chloro-2-(chloromethyl)-1-propene to give the bicyclic intermediates 5 and 6, respectively. These dialkylated systems are hydrolyzed to the corresponding heterocyclic a-amino acids (S)-baikiain (L-4,5-didehydropipecolic acid) and (S)-4-methylene proline which are obtained in 96 and 90% ee, respectively.

A Short and Efficient Synthesis of (S)-4-Methylene Proline Benzyl Ester from (S)-Pyroglutamic Acid

Panday, Sharad Kumar,Griffart-Brunet, Dominique,Langlois, Nicole

, p. 6673 - 6676 (2007/10/02)

(S)-4-methylene proline benzyl ester 2 was synthesized from benzyl N-tert-butoxycarbonyl pyroglutamate through a Mannich and a Cope elimination reactions.

A radical route to 2(s)-4-exomethylene proline

Adlington, Robert M.,Mantell, Simon J.

, p. 6529 - 6536 (2007/10/02)

A new route to 2(S)-4-Ethomethylene proline via a favoured 5-Exo-dig radical cyclisation is described.

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