870290-61-2

Basic information

• Product Name: 2,2,2-Trichloro-acetimidic acid (E)-(S)-4-methoxymethoxy-6-phenyl-hex-2-enyl ester
• Synonyms: 2,2,2-Trichloro-acetimidic acid (E)-(S)-4-methoxymethoxy-6-phenyl-hex-2-enyl ester
• CAS NO: 870290-61-2
• Molecular Weight: 380.699
• Mol File: 870290-61-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2,2,2-Trichloro-acetimidic acid (E)-(S)-4-methoxymethoxy-6-phenyl-hex-2-enyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2,2-Trichloro-acetimidic acid (E)-(S)-4-methoxymethoxy-6-phenyl-hex-2-enyl ester(870290-61-2)
• EPA Substance Registry System: 2,2,2-Trichloro-acetimidic acid (E)-(S)-4-methoxymethoxy-6-phenyl-hex-2-enyl ester(870290-61-2)

Safety Data

• Hazardous Substances Data: 870290-61-2(Hazardous Substances Data)

Upstream product

• 870290-57-6 (2E,4S)-4-methoxymethoxy-6-phenylhex-2-en-1-ol 
• 545-06-2 trichloroacetonitrile 
• 870290-51-0 (2S)-2-methoxymethoxy-4-phenylbutan-1-ol 
• 870290-48-5 methyl (2S)-2-methoxymethoxy-4-phenylbutanoate 
• 870290-54-3 ethyl (2E,4S)-4-methoxymethoxy-6-phenylhex-2-enoate 
• 115016-95-0 (S)-2-hydroxy-4-phenylbutanoic acid 
• 129990-77-8 (2S)-2-Hydroxy-4-phenylbutyric acid methyl ester 

Downstream Products

• 870290-64-5 (3R,4S)-3-(trichloromethylcarbonylamino)-4-(methoxymethoxy)-6-phenylhexa-1-ene 

Relevant articles and documents

Stereoselective β-hydroxy-α-amino acid synthesis via an ether-directed, palladium-catalysed aza-Claisen rearrangement

A highly diastereoselective synthesis of (2S,3S)-β-hydroxy-α- amino acids has been developed from enantiopure α-hydroxy acids using a MOM-ether-directed, palladium(II)-catalysed, aza-Claisen rearrangement of allylic acetimidates to effect the key step. This highly stereoselective process gave allylic amides in diastereomeric ratios of up to 14 : 1. Problems associated with the isolation of 1,3-products (anti-Claisen) from sterically demanding substrates via an in situ palladium(0)-catalysed rearrangement process were overcome by the addition of a re-oxidant, p-benzoquinone, leading to cleaner reactions and improved yields of the 3,3-products (Claisen). The target β-hydroxy-α-amino acids are an important class of natural products that are also components of more complex organic compounds with significant biological properties. The Royal Society of Chemistry 2005.