103290-39-7 Usage
Description
(2R,4S)-1-(tert-butoxycarbonyl)-4-phenylpyrrolidine-2-carboxylic acid, also known as Boc-D-Phenylproline, is a chemical compound with the molecular formula C15H21NO4. It is a derivative of proline, an amino acid commonly found in proteins, and is often used in peptide synthesis as a protecting group. The tert-butoxycarbonyl (Boc) group temporarily blocks the amine group of proline, allowing for selective chemical reactions to take place without affecting the rest of the molecule. Its stereochemistry and unique structure make it a valuable tool for the creation of complex molecules in the field of organic chemistry.
Uses
Used in Drug Development:
(2R,4S)-1-(tert-butoxycarbonyl)-4-phenylpyrrolidine-2-carboxylic acid is used as a building block for the synthesis of pharmaceutical compounds, particularly in the development of new drugs. Its unique structure and stereochemistry enable the creation of complex molecules with specific biological activities.
Used in Biochemical Research:
(2R,4S)-1-(tert-butoxycarbonyl)-4-phenylpyrrolidine-2-carboxylic acid is used as a research tool in biochemical studies, allowing scientists to investigate the properties and functions of proline-containing peptides and proteins. Its use as a protecting group in peptide synthesis facilitates the study of peptide structure and function.
Used in Peptide and Protein Synthesis:
(2R,4S)-1-(tert-butoxycarbonyl)-4-phenylpyrrolidine-2-carboxylic acid is used as a protecting group in the synthesis of peptides and proteins, enabling selective chemical reactions and facilitating the production of complex molecular structures. Its temporary blocking of the amine group of proline allows for controlled and efficient synthesis processes.
Check Digit Verification of cas no
The CAS Registry Mumber 103290-39-7 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,3,2,9 and 0 respectively; the second part has 2 digits, 3 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 103290-39:
(8*1)+(7*0)+(6*3)+(5*2)+(4*9)+(3*0)+(2*3)+(1*9)=87
87 % 10 = 7
So 103290-39-7 is a valid CAS Registry Number.
103290-39-7Relevant articles and documents
LITHIUM DIPHENYLCUPRATE REACTIONS WITH 4-TOSYLOXY-L-PROLINES; AN INTERESTING STEREOCHEMICAL OUTCOME. A SYNTHESIS OF TRANS-4-PHENYL-L-PROLINE.
Thottathil, John K.,Moniot, Jerome L.
, p. 151 - 154 (1986)
The reaction of lithium diphenylcuprate with trans-4- and cis-4-tosyloxy-L-prolines gives excellent yields of 4-phenyl substituted L-prolines and the reaction proceeds with net retention of configuration at the carbon center bearing the tosyloxy group.
Discovery of a novel class of potent and orally bioavailable sphingosine 1-phosphate receptor 1 antagonists
Ibrahim, Mohamed A.,Johnson, Henry W. B.,Jeong, Joon Won,Lewis, Gary L.,Shi, Xian,Noguchi, Robin T.,Williams, Matthew,Leahy, James W.,Nuss, John M.,Woolfrey, John,Banica, Monica,Bentzien, Frauke,Chou, Yu-Chien,Gibson, Anna,Heald, Nathan,Lamb, Peter,Mattheakis, Larry,Matthews, David,Shipway, Aaron,Wu, Xiang,Zhang, Wentao,Zhou, Sihong,Shankar, Geetha
, p. 1368 - 1381 (2012/04/04)
A series of subtype selective sphingosine 1-phosphate receptor 1 (S1P 1) antagonists are disclosed. Our high-throughput screening campaign revealed hit 1 for which an increase in potency and mouse oral exposure was achieved with minor modifications to the chemical scaffold. In vivo efficacy revealed that at high doses compounds 12 and 15 inhibited tumor growth. Further optimization of our lead series led to the discovery of proline derivatives 37 (XL541) and 38 which had similar efficacy as our first generation analogues at significantly lower doses. Analogue 37 displayed excellent pharmacokinetics and oral exposure in multiple species.
