444575-90-0

Basic information

• Product Name: (R)-(+)-tert-butyl 1-phenylprop-2-en-1-yl carbonate
• Synonyms: (R)-(+)-tert-butyl 1-phenylprop-2-en-1-yl carbonate
• CAS NO: 444575-90-0
• Molecular Weight: 234.295
• Mol File: 444575-90-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (R)-(+)-tert-butyl 1-phenylprop-2-en-1-yl carbonate(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(+)-tert-butyl 1-phenylprop-2-en-1-yl carbonate(444575-90-0)
• EPA Substance Registry System: (R)-(+)-tert-butyl 1-phenylprop-2-en-1-yl carbonate(444575-90-0)

Safety Data

• Hazardous Substances Data: 444575-90-0(Hazardous Substances Data)

Upstream product

• 444575-79-5 carbonic acid 1,1-dimethylethyl 1-phenyl-2-propenyl ester 
• 7651-82-3 isoquinolin-6-ol 
• 24424-99-5 di-tert-butyl dicarbonate 
• 104713-12-4 (R)-1-phenylprop-2-en-1-ol 

Downstream Products

• 1332506-70-3 (2S,1'R)-tert-butyl(dimethyl)(2-(1'-(phenyl)allyloxy)but-3-enyloxy)silane 
• 1332506-74-7 (2R,1'R)-tert-butyl(dimethyl)(2-(1'-(phenyl)allyloxy)but-3-enyloxy)silane 

Relevant articles and documents

Enantioselective Allylation of Alkenyl Boronates Promotes a 1,2-Metalate Rearrangement with 1,3-Diastereocontrol

Alkenyl boronates add to Ir(π-allyl) intermediates with high enantioselectivity. A 1,2-metalate shift forms a second C-C bond and sets a 1,3-stereochemical relationship. The three-component coupling provides tertiary boronic esters that can undergo multiple additional functionalizations. An extension to trisubstituted olefins sets three contiguous stereocenters.

Synthesis of enantiopure 1-arylprop-2-en-1-ols and their tert-butyl carbonates

(Chemical Equation Presented) Enantiomerically pure 1-arylpropenols 8 have been prepared by resolution of the corresponding racemates, using the lipase formulation Novozyme 435. Deprotonation of the latter alcohols with n-BuLi, followed by derivatization with (t- BuO)2CO, afforded the corresponding carbonates 5. Optimization of the process is presented.