187974-79-4

Basic information

• Product Name: Carbamic acid, (1-phenyl-3-butenyl)-, 1,1-dimethylethyl ester
• CAS NO: 187974-79-4
• Molecular Formula: C15H21NO2
• Molecular Weight: 247.337
• Mol File: 187974-79-4.mol
• Article Data: 17

Chemical Properties

• CAS DataBase Reference: Carbamic acid, (1-phenyl-3-butenyl)-, 1,1-dimethylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, (1-phenyl-3-butenyl)-, 1,1-dimethylethyl ester(187974-79-4)
• EPA Substance Registry System: Carbamic acid, (1-phenyl-3-butenyl)-, 1,1-dimethylethyl ester(187974-79-4)

Safety Data

• Hazardous Substances Data: 187974-79-4(Hazardous Substances Data)

Upstream product

• 150884-50-7 benzaldehyde N-boc imine 
• 2835-06-5 phenylglycin 
• 24424-99-5 di-tert-butyl dicarbonate 
• 2900-27-8 2-(tert-butoxycarbonylamino)-2-phenylacetic acid 
• 356762-89-5 N-(1,1-diphenyl-3-butenyl)amine 
• 591-87-7 Allyl acetate 
• 155396-71-7 tert-butyl N-(phenyl(phenylsulfonyl)methyl)carbamate 
• 1575-70-8 2-phenyl-pent-4-enoic acid 
• 103-82-2 phenylacetic acid 
• 24850-33-7 allyltributylstanane 
• 17599-61-0 N-benzylidene-1,1,1-trimethylsilanamine 
• 762-72-1 allyl-trimethyl-silane 
• 107-37-9 allyltrichlorosilane 
• 177896-09-2 tert-butyl benzylidenecarbamate 

Downstream Products

• 374725-03-8 tert-butyl (-formyl-1-phenylethyl)carbamate 
• 865188-31-4 tert-butyl (1S)-4-hydroxy-1-phenylbutylcarbamate 
• 175224-99-4 (4S)-4-[(tert-butoxycarbonyl)amino]-4-phenylbutanoic acid 
• 14676-01-8 3-(tert-butoxycarbonylamino)-3-phenylpropanoic acid 
• 83649-47-2 (S)-(-)-β-Phenyl-β-alanine hydrochloride 
• 56553-09-4 (S)-(-)-5-phenylpyrrolidin-2-one 
• 1345893-90-4 tert-butyl 5-oxo-1-phenylhexylcarbamate 
• 1357361-07-9 6-methylene-4-phenyl-1,3-oxazinan-2-one 
• 118264-04-3 6-phenyl-5,6-dihydro-2,4(1H,3H)-pyridinedione 
• 4383-23-7 1-phenyl-but-3-enylamine 
• 88381-98-0 N-(1-phenyl-3-butenyl)benzylamine 

Relevant articles and documents

'meso-Selective' functionalisation of N-benzyl-α-methylbenzylamine derivatives by α-lithiation and alkylation

Lithiation and methylation of amide and carbamate derivatives of α-methylbenzylamine proceeds with high diastereoselectivity in favour of meso bis-α-methylbenzylamine derivatives. Carboxylation of the intermediate organolithium is also diastereoselective, and with N-Boc p-methoxy-α-methylbenzylamine as starting material, oxidative cleavage provides a new asymmetric route to phenylglycine. Other electrophiles give a range of stereochemical outcomes, apparently depending on the stereospecificity of their reactions with a pair of diastereoisomeric organolithiums of low to moderate configurational stability.

The acid promoted Petasis reaction of organotrifluoroborates with imines and enamines

The acid promoted addition of organotrifluoroborate salts to imine and enamine electrophiles is reported. Use of the pre-activated trifluoroboronate complex bypasses the need for α-hetero substitution on the electrophile component, greatly expanding the scope of the Petasis borono-Mannich reaction. A variety of vinyl, aromatic and heteroaromatic trifluoroborate salts undergo addition with good efficiency under mild reaction conditions. The reaction is amenable for use with a variety of carbamate protected imine and enamine electrophiles, achieving for the first time the effective coupling with aliphatic aldehydes.

Dual Catalytic Decarboxylative Allylations of α-Amino Acids and Their Divergent Mechanisms

The room temperature radical decarboxylative allylation of N-protected α-amino acids and esters has been accomplished via a combination of palladium and photoredox catalysis to provide homoallylic amines. Mechanistic investigations revealed that the stability of the α-amino radical, which is formed by decarboxylation, dictates the predominant reaction pathway between competing mechanisms.