851292-66-5

Basic information

• Product Name: (R)-2-((R)-Acetoxy-cyclohexyl-methyl)-thiazolidine-3-carboxylic acid tert-butyl ester
• CAS NO: 851292-66-5
• Molecular Weight: 343.488
• Mol File: 851292-66-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (R)-2-((R)-Acetoxy-cyclohexyl-methyl)-thiazolidine-3-carboxylic acid tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-((R)-Acetoxy-cyclohexyl-methyl)-thiazolidine-3-carboxylic acid tert-butyl ester(851292-66-5)
• EPA Substance Registry System: (R)-2-((R)-Acetoxy-cyclohexyl-methyl)-thiazolidine-3-carboxylic acid tert-butyl ester(851292-66-5)

Safety Data

• Hazardous Substances Data: 851292-66-5(Hazardous Substances Data)

Upstream product

• 108-24-7 acetic anhydride 
• 148312-55-4 tert-butyl thiazolidine-3-carboxylate 
• 2043-61-0 cyclohexanecarbaldehyde 
• 24424-99-5 di-tert-butyl dicarbonate 

Downstream Products

• 59411-58-4 (R)-1-cyclohexylethane-1,2-diol 

Relevant articles and documents

Enantioselective reaction of α-lithiated thiazolidines as new chiral formyl anion equivalents

The reaction of lithiated N-Boc-thiazolidine and N-Boc-benzothiazolidine with benzophenone in the presence of (-)-sparteine afforded the products with up to 97% ee and 93% ee, respectively. The reaction with various aromatic and aliphatic aldehydes also afforded the products with high enantioselectivity and moderate diastereoselectivity. Each diastereomer could be converted to optically active diols. Consequently, lithiated N-Boc-thiazolidine and N-Boc-benzothiazolidine serve as chiral formyl anion equivalents. The reaction was confirmed to proceed through a dynamic thermodynamic resolution pathway.