132180-14-4

Basic information

• Product Name: Propanedioic acid, methyl-, 1,1-dimethylethyl methyl ester
• Synonyms: Propanedioic acid,methyl-,1,1-dimethylethyl methyl ester;methyl tert-butyl 2-methylmalonate;1-tert-butyl 3-methyl 2-methylmalonate
• CAS NO: 132180-14-4
• Molecular Formula: C9H16O4
• Molecular Weight: 188.224
• Mol File: 132180-14-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Propanedioic acid, methyl-, 1,1-dimethylethyl methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Propanedioic acid, methyl-, 1,1-dimethylethyl methyl ester(132180-14-4)
• EPA Substance Registry System: Propanedioic acid, methyl-, 1,1-dimethylethyl methyl ester(132180-14-4)

Safety Data

• Hazardous Substances Data: 132180-14-4(Hazardous Substances Data)

Upstream product

• 40052-13-9 mono-tert-butyl malonate 

Downstream Products

• 4491-46-7 2-benzyl-malonic acid tert-butyl ester methyl ester 
• 500005-28-7 methyl 3-{[6-(2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)hexyl]thio}-2-(iodomethyl)-2-methylpropanoate 

Relevant articles and documents

Application of asymmetric alkylation of malonic diester with phase-transfer catalysis: Synthesis of LFA-1 antagonist BIRT-377

An efficient asymmetric synthesis of LFA-1 antagonist BIRT-377 using enantioselective phase-transfer catalytic alkylation has been developed. The alkylation of α-monosubstituted tert-butyl methyl malonate was catalyzed by a quaternary ammonium salt derived from a cinchona alkaloid to obtain the product with a quaternary stereogenic carbon in high yield and with high enantioselectivity. The chiral α,α-disubstituted product thus obtained was transformed into BIRT-377 through alternating chemoselective deprotection of the two ester groups followed by Curtius rearrangement.