An update on the compound challenge: 117918-23-7

Compound(117918-23-7)SDS of cas: 117918-23-7 received a lot of attention, and I have introduced some compounds in other articles, similar to this compound((R)-3-(tert-Butoxycarbonyl)-5,5-dimethylthiazolidine-4-carboxylic acid), if you are interested, you can check out my other related articles.

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called A concise synthesis of (2S,3S)-BocAHPBA and (R)-BocDMTA, chiral building blocks for peptide-mimetic HIV protease inhibitors, published in 2002-06-21, which mentions a compound: 117918-23-7, Name is (R)-3-(tert-Butoxycarbonyl)-5,5-dimethylthiazolidine-4-carboxylic acid, Molecular C11H19NO4S, SDS of cas: 117918-23-7.

Scalable syntheses of (2S,3S)-3-N-tert-butoxycarbonylamino-2-hydroxy-4-phenylbutanoic acid (BocAHPBA) and (R)-3-tert-butoxycarbonyl-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid (BocDMTA) have been developed. Both BocAHPBA and BocDMTA can serve as chiral building blocks in assembling JE-2147 (KNI-764), a potent HIV protease inhibitor. The synthesis of (2S,3S)-BocAHPBA is achieved in 41% overall yield from (S)-2-N,N-dibenzylamino-3-phenylpropanal in five steps where Tamao’s reagent [Me2(i-PrO)SiCH2MgCl] is employed for a one-carbon homologation, and Zhao’s oxidation protocol (TEMPO, NaClO2, NaClO) is applied to convert a 1,2-glycol moiety into an α-hydroxy acid motif. (R)-BocDMTA is synthesized with 99.4% ee in 24% yield via enantioselective hydrolysis of Me (±)-5,5-dimethyl-1,3-thiazolidine-4-carboxylate by a Klebsiella oxytoca hydrolase; the unreacted (S)-ester I can be recovered and racemized with NaOMe to afford (±)-I in 46% yield for another round of the enzymic processing.

Compound(117918-23-7)SDS of cas: 117918-23-7 received a lot of attention, and I have introduced some compounds in other articles, similar to this compound((R)-3-(tert-Butoxycarbonyl)-5,5-dimethylthiazolidine-4-carboxylic acid), if you are interested, you can check out my other related articles.

Reference:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts