146499-97-0

Basic information

• Product Name: Butanedioic acid, 2-bromo-3-ethyl-, 4-methyl ester, [S-(R*,S*)]- (9CI)
• Synonyms: Butanedioic acid, 2-bromo-3-ethyl-, 4-methyl ester, [S-(R*,S*)]- (9CI)
• CAS NO: 146499-97-0
• Molecular Formula: C7H11BrO4
• Molecular Weight: 239.06384
• Product Categories: ESTER
• Mol File: 146499-97-0.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 293.6±25.0 °C(Predicted)
• Appearance: /
• Density: 1.531±0.06 g/cm3(Predicted)
• PKA: 2.66±0.28(Predicted)
• CAS DataBase Reference: Butanedioic acid, 2-bromo-3-ethyl-, 4-methyl ester, [S-(R*,S*)]- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Butanedioic acid, 2-bromo-3-ethyl-, 4-methyl ester, [S-(R*,S*)]- (9CI)(146499-97-0)
• EPA Substance Registry System: Butanedioic acid, 2-bromo-3-ethyl-, 4-methyl ester, [S-(R*,S*)]- (9CI)(146499-97-0)

Safety Data

• Hazardous Substances Data: 146499-97-0(Hazardous Substances Data)

Upstream product

• 120230-65-1 (2S,3S)-dimethyl 2-N-(9-phenylfluorenyl)-3-ethyl-L-aspartate 
• 120230-62-8 dimethyl (S)-N-(9-phenyl-9H-fluoren-9-yl)aspartate 

Downstream Products

• 92-13-7 pilocarpine 

Relevant articles and documents

An Effective Chirospecific Synthesis of (+)-Pilocarpine from L-Aspartic Acid

A short and efficient synthesis of (+)-pilocarpine (1) has been accomplished in 10 steps and 51percent overall yield from L-aspartic acid.The synthesis features a diastereoselective alkylation of a protected aspartic acid diester derivative and a selective hydrolysis of the α-methyl ester to give the corresponding amino acid.Subsequent replacement of the amino group with bromo, esterification, and a modified Reformatsky reaction with 1-methylimidazole-5-carboxaldehyde (8) afforded imidazole-substituted lactone 28.Details concerning this novel lactone synthesis are also described.Finally, hydrogenolysis of the lactone carbon-oxygen bond and selective reduction of the resulting monoester afforded pure (+)-pilocarpine (1).