167834-23-3

Basic information

• Product Name: Benzenepropanoic acid, b-[[(1,1-dimethylethoxy)carbonyl]amino]-, ethyl ester, (S)-
• CAS NO: 167834-23-3
• Molecular Formula: C16H23NO4
• Molecular Weight: 293.363
• Mol File: 167834-23-3.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: Benzenepropanoic acid, b-[[(1,1-dimethylethoxy)carbonyl]amino]-, ethyl ester, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenepropanoic acid, b-[[(1,1-dimethylethoxy)carbonyl]amino]-, ethyl ester, (S)-(167834-23-3)
• EPA Substance Registry System: Benzenepropanoic acid, b-[[(1,1-dimethylethoxy)carbonyl]amino]-, ethyl ester, (S)-(167834-23-3)

Safety Data

• Hazardous Substances Data: 167834-23-3(Hazardous Substances Data)

Upstream product

• 42201-84-3 1-ethoxy-1-(tert-butyldimethylsilyloxy)ethene 
• 177896-09-2 tert-butyl benzylidenecarbamate 
• 121925-53-9 4-ethoxy-4-oxo-2-phenylbutanoic acid 
• 75-65-0 tert-butyl alcohol 
• 861890-42-8 ethyl (3R)-3-{[(tert-butoxy)carbonyl]amino}-2-diazo-3-phenylpropanoate 
• 150884-50-7 benzaldehyde N-boc imine 
• 100-52-7 benzaldehyde 
• 170947-99-6 C₁₈H₂₁NO₄S 
• 4248-19-5 tert-butyl carbazate 
• 155396-71-7 tert-butyl N-(phenyl(phenylsulfonyl)methyl)carbamate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 3082-69-7 ethyl (3S)-3-amino-3-phenylpropionate 
• 64-17-5 ethanol 
• 83649-47-2 (S)-(-)-β-Phenyl-β-alanine hydrochloride 

Downstream Products

• 135865-78-0 tert-butyl (1S)-3-oxo-1-phenylpropylcarbamate 
• 458529-69-6 tert-butyl {(1S)-3-[methoxy(methyl)amino]-3-oxo-1-phenylpropyl}carbamate 
• 528586-23-4 tert-butyl ((1S)-3-oxo-1-phenylbutyl)carbamate 
• 340188-50-3 ethyl (S)-3-amino-3-phenyl-propionate hydrochloride 

Relevant articles and documents

Silver-Catalyzed Enantioselective Mannich Reaction of Diazoacetate Esters with N-Boc Aldimines

The highly enantioselective Mannich reaction of diazoacetate esters with N-Boc aldimines catalyzed by silver(I) triflate in the presence of (R)-DM-SEGPHOS is reported. The reaction is broad in scope with respect to the (hetero)aromatic aldehyde-derived al

β-Amino esters from the reductive ring opening of aziridine-2-carboxylates

A general study is undertaken to examine the scope of the reductive ring opening of aziridine-2-carboxylates with samarium diiodide. The competition between C-C and C-N bond cleavage is examined as a function of the nature of the N-substituent of the aziridine, the nature of the substituent in the 3-position of the aziridine, and whether the substituent in the 3-position is in a cis or trans relationship with the carboxylate in the 2-position. The desired C-N bond cleavage leads to β-amino esters that are the predominant products for most aziridines with an N-activating group. However, C-C cleavage products are observed with an aryl group in the 3-position; this can be particularly pronounced with cis-aziridines where a nearly equal mixture of the two is observed. Exclusive formation of the C-N cleavage product is observed for all aziridines with the strongly N-activating p-toluene sulfonate group. Similarly high selectivity is observed for the 2-trimethylsilylethyl sulfonate group (SES), which is easier to remove. The utility of these methods is illustrated in the synthesis of protected forms of (R)-β3-DOPA and l-DOPA from the same aziridine, the former by SmI2-mediated reductive opening at C-2 and the latter by palladium-mediated reductive opening at C-3.

Novel hexahydropyrrolo[3,4-c]pyrrole CCR5 antagonists

Starting with a high-throughput screening lead, a novel series of CCR5 antagonists was developed utilizing an information-based approach. Improvement of pharmacokinetic properties for the series was pursued by SAR exploration of the lead template. The synthesis, SAR and biological profiles of the series are described.