126686-59-7

Basic information

• Product Name: Boc-Phe-OMob
• Synonyms: Boc-Phe-OMob
• CAS NO: 126686-59-7
• Molecular Weight: 385.46
• Mol File: 126686-59-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Boc-Phe-OMob(CAS DataBase Reference)
• NIST Chemistry Reference: Boc-Phe-OMob(126686-59-7)
• EPA Substance Registry System: Boc-Phe-OMob(126686-59-7)

Safety Data

• Hazardous Substances Data: 126686-59-7(Hazardous Substances Data)

Upstream product

• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 105-13-5 4-Methoxybenzyl alcohol 
• 4530-18-1 2-(tert-butoxycarbonylamino)-3-phenylpropionic acid 
• 89238-99-3 O-(4-methoxybenzyl)-trichloroacetimidate 

Downstream Products

• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 4530-18-1 2-(tert-butoxycarbonylamino)-3-phenylpropionic acid 

Relevant articles and documents

Ester Formation via Symbiotic Activation Utilizing Trichloroacetimidate Electrophiles

Trichloroacetimidates are useful reagents for the synthesis of esters under mild conditions that do not require an exogenous promoter. These conditions avoid the undesired decomposition of substrates with sensitive functional groups that are often observed with the use of strong Lewis or Br?nsted acids. With heating, these reactions have been extended to benzyl esters without electron-donating groups. These inexpensive and convenient methods should find application in the formation of esters in complex substrates.

ISOPROPENYL CHLOROCARBONATE (IPCC) IN AMINO ACID AND PEPTIDE CHEMISTRY: ESTERIFICATION OF N-PROTECTED AMINO ACIDS; APPLICATION TO THE SYNTHESIS OF THE DEPSIPEPTIDE VALINOMYCIN

Esterification of N-protected α-amino acids was achieved via isopropenyl chlorocarbonate (IPCC) activation.In situ alcoholysis of the unstable mixed anhydride intermediate was catalised by 4-(dimethylamino)pyridine (DMAP).Competing isopropenyl ester formation was negligible when using methylene chloride as the solvent.A variety of esters from primary and secondary alcohols were obtained with good yields (60 to 90 percent), and even the more hindered tertiobutyl alcohol gave acceptable yields under more drastic conditions.The improvement in depsipeptide synthetic methodology is illustrated by preparation of the antibiotic valinomycin, using IPCC for ester bond formation, and BOP reagent for peptide coupling and the last-step cyclisation.