672964-81-7

Basic information

• Product Name: {(R)-1-[((1S,2S)-2-Hydroxy-1-methyl-2-phenyl-ethyl)-methyl-carbamoyl]-4-pyrimidin-2-yl-butyl}-carbamic acid benzyl ester
• Synonyms: {(R)-1-[((1S,2S)-2-Hydroxy-1-methyl-2-phenyl-ethyl)-methyl-carbamoyl]-4-pyrimidin-2-yl-butyl}-carbamic acid benzyl ester
• CAS NO: 672964-81-7
• Molecular Weight: 476.575
• Mol File: 672964-81-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: {(R)-1-[((1S,2S)-2-Hydroxy-1-methyl-2-phenyl-ethyl)-methyl-carbamoyl]-4-pyrimidin-2-yl-butyl}-carbamic acid benzyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: {(R)-1-[((1S,2S)-2-Hydroxy-1-methyl-2-phenyl-ethyl)-methyl-carbamoyl]-4-pyrimidin-2-yl-butyl}-carbamic acid benzyl ester(672964-81-7)
• EPA Substance Registry System: {(R)-1-[((1S,2S)-2-Hydroxy-1-methyl-2-phenyl-ethyl)-methyl-carbamoyl]-4-pyrimidin-2-yl-butyl}-carbamic acid benzyl ester(672964-81-7)

Safety Data

• Hazardous Substances Data: 672964-81-7(Hazardous Substances Data)

Upstream product

• 90-82-4 pseudoephedrine 
• 170642-23-6 (S,S)-pseudoephedrine D-allylglycinamide 
• 672964-50-0 {(R)-1-[((1S,2S)-2-Hydroxy-1-methyl-2-phenyl-ethyl)-methyl-carbamoyl]-but-3-enyl}-carbamic acid benzyl ester 
• 170115-96-5 2-amino-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methylacetamide 
• 4595-60-2 2-bromopyrimidine 

Relevant articles and documents

Enantioselective Synthesis of Non-Natural Aromatic α-Amino Acids

We present two complementary methods for the stereoselective synthesis of non-natural α-amino acids with aromatic or heteroaromatic side chains. One approach is based on the chemical transformation of methionine, whereas the other applies the stereoselective Myers alkylation of glycine. The resulting product types differ in the linker length between glycine and the aromatic substituent. Since methionine and pseudoephedrine are available in both absolute configurations, R- or S-configured enantiopure amino acids with either C2 or C3 linkers can be obtained on gram scales. In each case the key step of the synthesis is hydroboration of the unsaturated building blocks 9 and 17, followed by palladium-catalyzed Suzuki cross-coupling with aryl halides. Attention must in certain cases be paid to the stereochemical integrity when basic Suzuki conditions are applied. Our initial difficulties are reported as well as the final "racemization-proof" procedures. The protecting groups chosen for the α-amino acids should be compatible with solid-phase peptide synthesis. This was confirmed by the successful synthesis of a series of tripeptides.