174389-11-8 Usage
General Description
(2S,3S)-3-hydroxy-1,2-Pyrrolidinedicarboxylic acid, 1-(phenylMethyl) ester is a chemical compound that consists of a pyrrolidine ring with two carboxylic acid groups and a hydroxyl group. The phenylmethyl ester group is attached to the hydroxyl group, adding a phenylmethyl side chain to the molecule. (2S,3S)-3-hydroxy-1,2-Pyrrolidinedicarboxylic acid, 1-(phenylMethyl) ester is commonly used as a building block in the synthesis of peptides and pharmaceuticals due to its ability to act as a chiral source of proline, which is an amino acid used in the synthesis of proteins. It can also be used as a chiral auxiliary in asymmetric synthesis reactions. Additionally, it has potential applications in the development of new drug molecules and in the study of the structure-activity relationships of biologically active compounds.
Check Digit Verification of cas no
The CAS Registry Mumber 174389-11-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,7,4,3,8 and 9 respectively; the second part has 2 digits, 1 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 174389-11:
(8*1)+(7*7)+(6*4)+(5*3)+(4*8)+(3*9)+(2*1)+(1*1)=158
158 % 10 = 8
So 174389-11-8 is a valid CAS Registry Number.
174389-11-8Relevant articles and documents
The stereochemical course of addition of allyltrimethylsilane to protected L-alaninals and L-serinals in the presence of Lewis acids. Total synthesis of cis-(2R,3S)-3-hydroxyproline
Gryko,Prokopowicz,Jurczak
, p. 1103 - 1113 (2007/10/03)
The influence of Lewis acids on the diastereoselectivity of the addition of allyltrimethylsilane to variously protected L-alaninals and L-serinals was investigated and high levels of asymmetric induction were achieved. Stereochemical models for rationalisation of the results obtained are proposed. cis-(2R,3S)-3-Hydroxyproline was synthesised starting from N-Cbz, O-TBS-L-serinal, in which the crucial step involves addition of allyltrimethylsilane to the aldehyde in the presence of SnCl4.
Highly Stereoselective Synthesis of cis-(2R,3S)-3-Hydroxyproline
Jurczak, Janusz,Prokopowicz, Piotr,Golebiowski, Adam
, p. 7107 - 7110 (2007/10/02)
Allyltrimethylsilane (5) reacted with N-carbobenzoxy-O-tert-butyldimethylsilyl-L-serinal (4) to give with high diastereoselectivity syn-adduct 3 which was subsequently transformed into cis-(2R,3S)-3-hydroxyproline (1).