884318-79-0

Upstream product

• 15790-86-0 ethyl-4-methyl-2-(E)-penteneoate 
• 38235-77-7 (R)-N-benzyl-1-phenylethylamine 

Downstream Products

• 1404573-67-6 (S)-3-(benzyl((R)-1-phenylethyl)amino)-4-methyl-N-phenylpentanamide 
• 1404575-39-8 (S)-methyl 4-[2-{6-isopropyl-2-oxo-3-phenyltetrahydropyrimidin-1(2H)-yl}-2-oxoethoxy]-3,5-dimethoxybenzoate 
• 1404575-40-1 methyl 4-((1S,2R)-1-(4-(benzyloxy)-3-methoxyphenyl)-1-hydroxy-3-((S)-6-isopropyl-2-oxo-3-phenyltetrahydropyrimidin-1(2H)-yl)-3-oxopropan-2-yloxy)-3,5-dimethoxybenzoate 
• 1182370-98-4 (S)-3-amino-4-methyl-N-phenylpentanamide 
• 1404573-71-2 (S)-4-methyl-N¹-phenylpentane-1,3-diamine 
• 1404573-75-6 (S)-4-isopropyl-1-phenyltetrahydropyrimidin-2(1H)-one 
• 1404573-79-0 (S)-3-acetyl-4-isopropyl-1-phenyltetrahydropyrimidin-2(1H)-one 
• 1404573-81-4 (S)-4-isopropyl-1-phenyl-3-propionyltetrahydropyrimidin-2(1H)-one 
• 1404573-83-6 (S)-3-[(S)-3-hydroxy-3-phenylpropanoyl]-4-isopropyl-1-phenyltetrahydropyrimidin-2(1H)-one 
• 1404573-84-7 (S)-3-[(S)-3-hydroxy-3-p-tolylpropanoyl]-4-isopropyl-1-phenyltetrahydropyrimidin-2(1H)-one 
• 1404573-89-2 (S)-3-[(S)-3-hydroxy-3-(4-methoxyphenyl)propanoyl]-4-isopropyl-1-phenyltetrahydropyrimidin-2(1H)-one 
• 1404573-94-9 (S)-3-[(S)-3-(4-chlorophenyl)-3-hydroxypropanoyl]-4-isopropyl-1-phenyl tetrahydropyrimidin-2(1H)-one 
• 1404574-03-3 (S)-3-[(S)-3-(4-bromophenyl)-3-hydroxypropanoyl]-4-isopropyl-1-phenyltetrahydropyrimidin-2(1H)-one 
• 1404574-06-6 (S)-3-[(R)-3-hydroxy-4-phenylbutanoyl]-4-isopropyl-1-phenyltetrahydropyrimidin-2(1H)-one 

Relevant academic research and scientific papers

Stereoregulations of pyrimidinone based chiral auxiliary in aldol and alkylation reactions: A convenient route to oxyneolignans

(S)-4-Isopropyl-1-phenyltetrahydropyrimidin-2(1H)-one was synthesized and evaluated as a chiral auxiliary for asymmetric acetate and propionate aldol reactions, by generation of titanium and lithium enolates, affording excellent yields and stereoselectivities for syn and anti aldol diastereomers, respectively. High stereoselectivities were also obtained in lithium mediated alkylation reactions. The application of the auxiliary was exemplified in the asymmetric synthesis of a natural oxyneolignan, (+)-(7S,8S)-4-hydroxy-3, 3′,5′-trimethoxy-8′,9′-dinor-8,4′-oxyneoligna-7, 9-diol-7′-oic acid.

Homochiral lithium amides for the asymmetric synthesis of β-amino acids

Secondary homochiral lithium amides derived from α-methylbenzylamine undergo highly diastereoselective conjugate additions to a range of α,β-unsaturated esters. The corresponding β-amino acids are readily liberated by successive N-debenzylation and ester hydrolysis, furnishing (R)-β-amino butyric acid, (R)-β-amino pentanoic acid, (S)-β-leucine, (R)-β-amino octanoic acid, (S)-β-phenylalanine, (S)-β-tyrosine methyl ether, (S)-β-tyrosine hydrochloride and (S)-β-(2-methoxyphenyl)-β-amino propanoic acid in high yields and high ee. The application of this procedure to the synthesis of the natural products (R)-β-DOPA and (R)-β-lysine is demonstrated. The development of a simplified one-pot reaction protocol applicable to the multi-gram scale synthesis of homochiral β-amino esters is also delineated.

Diastereoselective synthesis of aziridine esters via amino selanyl esters

A synthesis of aziridine esters based on the cyclisation of amino selanyl esters induced by the selanyl group activation was developed with either the Meerwein salt or NBS. Two asymmetric approaches are proposed: the diastereoselective reductions of α-sel