1273547-07-1

Basic information

• Product Name: (3S)-(E)-N-Boc-N-[2-[5-chloro-2-(3-hydroxybut-1-enyl)-phenyl]ethyl]amine
• Synonyms: (3S)-(E)-N-Boc-N-[2-[5-chloro-2-(3-hydroxybut-1-enyl)-phenyl]ethyl]amine
• CAS NO: 1273547-07-1
• Molecular Weight: 325.835
• Mol File: 1273547-07-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (3S)-(E)-N-Boc-N-[2-[5-chloro-2-(3-hydroxybut-1-enyl)-phenyl]ethyl]amine(CAS DataBase Reference)
• NIST Chemistry Reference: (3S)-(E)-N-Boc-N-[2-[5-chloro-2-(3-hydroxybut-1-enyl)-phenyl]ethyl]amine(1273547-07-1)
• EPA Substance Registry System: (3S)-(E)-N-Boc-N-[2-[5-chloro-2-(3-hydroxybut-1-enyl)-phenyl]ethyl]amine(1273547-07-1)

Safety Data

• Hazardous Substances Data: 1273547-07-1(Hazardous Substances Data)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 127792-49-8 2-(2-bromo-5-chlorophenyl)acetonitrile 
• 1273546-98-7 (3S)-(E)-N-Boc-N-[2-[2-(3-tert-butyldimethylsilyloxy-1-butenyl)-5-chlorophenyl]ethyl]amine 
• 1273546-86-3 N-Boc-N-[2-(2-bromo-5-chloro-phenyl)ethyl]amine 

Relevant articles and documents

Synthesis of chiral 1-substituted tetrahydroisoquinolines by the intramolecular 1,3-chirality transfer reaction catalyzed by Bi(OTf)3

The intramolecular 1,3-chirality transfer reaction of chiral amino alcohols 1 with 99% ee was developed to construct chiral 1-substituted tetrahydroisoquinoline 2. Bi(OTf)3 (10 mol %)-catalyzed cyclization of 1 (R = H) afforded (S)-1-(E)-propenyl tetrahydroisoquinoline 2 (R = H) in 83% yield with a ratio of 98:2. The stereochemistry at the newly formed chiral center was produced by a syn SN2′-type process. In this reaction, the substituent on the benzene ring of 1 significantly affected the reactivities and selectivities. A plausible reaction mechanism was proposed.