920285-74-1

Basic information

• Product Name: (E)-4-phenyl-3-buten-2-amine N-benzyloxycarbonyl ester
• Synonyms: (E)-4-phenyl-3-buten-2-amine N-benzyloxycarbonyl ester
• CAS NO: 920285-74-1
• Molecular Weight: 281.354
• Mol File: 920285-74-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (E)-4-phenyl-3-buten-2-amine N-benzyloxycarbonyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-4-phenyl-3-buten-2-amine N-benzyloxycarbonyl ester(920285-74-1)
• EPA Substance Registry System: (E)-4-phenyl-3-buten-2-amine N-benzyloxycarbonyl ester(920285-74-1)

Safety Data

• Hazardous Substances Data: 920285-74-1(Hazardous Substances Data)

Upstream product

• 621-84-1 O-benzyl carbamate 
• 16939-57-4 (E)-buta-1,3-dienylbenzene 
• 14371-10-9 (E)-3-phenylpropenal 
• 52755-39-2 (2E)-1-phenylbut-2-en-1-ol 
• 36004-04-3 ethyl (E)-1-phenylbut-1-en-3-ol 
• 17488-65-2 4-phenylbut-3-en-2-ol 
• 32644-22-7 1-methyl-3-phenylallene 

Downstream Products

• 26607-51-2 N-benzyloxycarbonyl-D-alanine 
• 1142-20-7 N-Cbz-Ala 
• 51616-91-2 (2E)-1-methyl-3-phenylprop-2-enylamine 

Relevant articles and documents

A concise synthesis of (E)-3-Amino-1-phenyl-1-butene, a monoamine oxidase inhibitor

-

Gold(I)-catalyzed stereoconvergent, intermolecular enantioselective hydroamination of allenes

Gold and silver: A 1:2 mixture of [{(S)-1}(AuCl)2] and AgBF 4 catalyzes the enantioselective hydroamination of chiral, racemic 1,3-disubstituted allenes with N-unsubstituted carbamates to form N-allylic carbamates in good yield, with high regio- and diastereoselectivity, and up to 92% ee (see scheme, Cbz=benzyloxycarbonyl). Copyright

Intermolecular hydroamination of allenes with N-unsubstituted carbamates catalyzed by a gold(I) N-heterocyclic carbene complex

(Chemical Equation Presented) Reaction of 2,3-pentadienyl benzoate with benzyl carbamate catalyzed by a 1:1 mixture of (NHC)AuCl and AgOTf in dioxane at 23°C for 5 h led to isolation of (E)-4-(benzyloxycarbonylamino)-2-pentenyl benzoate in 84% yield as a single regio- and diastereomer. Gold(I)-catalyzed hydroamination was effective for a number of N-unsubstituted carbamates and a range of substituted allenes.