198543-54-3

Basic information

• Product Name: tert-butyl (2S,3S,4E)-3-allyl<(1R)-1-phenylethyl>amino-2-hydroxy-4-hexenoate
• Synonyms: tert-butyl (2S,3S,4E)-3-allyl<(1R)-1-phenylethyl>amino-2-hydroxy-4-hexenoate
• CAS NO: 198543-54-3
• Molecular Weight: 345.482
• Mol File: 198543-54-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: tert-butyl (2S,3S,4E)-3-allyl<(1R)-1-phenylethyl>amino-2-hydroxy-4-hexenoate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl (2S,3S,4E)-3-allyl<(1R)-1-phenylethyl>amino-2-hydroxy-4-hexenoate(198543-54-3)
• EPA Substance Registry System: tert-butyl (2S,3S,4E)-3-allyl<(1R)-1-phenylethyl>amino-2-hydroxy-4-hexenoate(198543-54-3)

Safety Data

• Hazardous Substances Data: 198543-54-3(Hazardous Substances Data)

Upstream product

• 115914-08-4 (S)-N-(1-phenylethyl)prop-2-en-1-amine 
• 81838-85-9 tert-butyl (2E,4E)-2,4-hexadienoate 
• 110-44-1 sorbic Acid 

Downstream Products

• 198543-55-4 (4S,5S)-2-Oxo-3-((S)-1-phenyl-ethyl)-4-((E)-propenyl)-oxazolidine-5-carboxylic acid tert-butyl ester 
• 198543-49-6 (4S,5S)-2-Oxo-3-((S)-1-phenyl-ethyl)-4-((E)-propenyl)-oxazolidine-5-carboxylic acid 
• 220652-53-9 tert-butyl (2S,3S,4E)-2-(benzoyloxy)-3-benzoyl<(1R)-1-phenylethyl>amino-4-hexenoate 
• 220652-56-2 (4S,5S)-3-(tert-butoxycarbonyl)-2-(4-methoxyphenyl)-4-<(E)-1-propenyl>-1,3-oxazolane-5-carboxylic acid 
• 220652-58-4 3-(tert-butyl) 5-methyl (4S,5R)-2-(4-methoxyphenyl)-4-<(E)-1-propenyl>-1,3-oxazolane-3,5-dicarboxylate 
• 220652-55-1 3-(tert-butyl) 5-methyl (4S,5S)-2-(4-methoxyphenyl)-4-<(E)-1-propenyl>-1,3-oxazolane-3,5-dicarboxylate 
• 220652-54-0 methyl (2S,3S,4E)-3-(benzoylamino)-2-(benzoyloxy)-4-hexenoate 
• 198543-58-7 tert-butyl (2S,3S,4E)-2-hydroxy-3-<(1R)-1-phenylethyl>amino-4-hexenoate 

Relevant articles and documents

The use of lithium (α-methylbenzyl)allylamide for the asymmetric synthesis of unsaturated β-amino acid derivatives

The unsaturated β-amino acid derivatives (3R)-(E)-3-(N-tert- butoxycarbonyl)aminohex-4-enoate and methyl (2S,3S)-3-(N-tert- butoxycarbonyl)-amino-2-bydroxyhex-4-enoate have been synthesised from lithium (s)-(α-methylbenzyl)allylamide and (E,E)-tert-butyl hex-2,4- dienoate. After a highly stereoselective conjugate addition of the lithium amide to the α,β-unsaturated ester, or a highly stereoselective conjugate addition-electrophilic hydroxylation, the adducts are deallylated and the resulting secondary amines converted to either a benzoyl amide or oxazolidinone. The N-α-methylbenzyl group is then removed with either formic acid or using a dissolving metal reduction. These deprotection procedures leave unsaturation in the molecules intact.