154738-10-0

Basic information

• Product Name: (R)-3-PHENYL-2-(3-PHENYLTHIOUREIDO)PROPANOIC ACID
• Synonyms: (R)-3-PHENYL-2-(3-PHENYLTHIOUREIDO)PROPANOIC ACID
• CAS NO: 154738-10-0
• Molecular Formula: C16H16N2O2S
• Molecular Weight: 300.38
• Mol File: 154738-10-0.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 478.3°C at 760 mmHg
• Flash Point: 243.1°C
• Appearance: /
• Density: 1.317g/cm³
• Vapor Pressure: 5.88E-10mmHg at 25°C
• Refractive Index: 1.685
• CAS DataBase Reference: (R)-3-PHENYL-2-(3-PHENYLTHIOUREIDO)PROPANOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-3-PHENYL-2-(3-PHENYLTHIOUREIDO)PROPANOIC ACID(154738-10-0)
• EPA Substance Registry System: (R)-3-PHENYL-2-(3-PHENYLTHIOUREIDO)PROPANOIC ACID(154738-10-0)

Safety Data

• Hazardous Substances Data: 154738-10-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C16H16N2O2S/c19-15(20)14(11-12-7-3-1-4-8-12)18-16(21)17-13-9-5-2-6-10-13/h1-10,14H,11H2,(H,19,20)(H2,17,18,21)/t14-/m1/s1

Upstream product

• 103-72-0 phenyl isothiocyanate 
• 154738-07-5 N-triphenylmethylsulfenyl-D-phenylalanine 
• 673-06-3 D-(R)-phenylalanine 
• 150-30-1 Phenylalanine 
• 63-91-2 L-phenylalanine 

Downstream Products

• 4332-97-2 5-benzyl-3-phenyl-2-thioxo-imidazolidin-4-one 

Relevant articles and documents

Application of "hydrogen bonding interaction" in new drug development: Design, synthesis, antiviral activity, and sars of thiourea derivatives

A series of simple thiourea derivatives were designed based on the structure of natural product harmine and lead compound and synthesized from amines in one step. The antiviral activity of these thiourea derivatives was evaluated. Most of them exhibited significantly higher anti-TMV activity than commercial plant virucides ribavirin, harmine, and lead compound. The hydrogen bond was found to be important but not the more the better. The optimal compound (R,R)-20 showed the best anti-TMV activity in vitro and in vivo (in vitro activity, 75%/500 a??g/mL and 39%/100 a??g/mL; inactivation activity, 71%/500 a??g/mL and 35%/100 a??g/mL; curative activity, 73%/500 a??g/mL and 37%/100 a??g/mL; protection activity, 69%/500 a??g/mL and 33%/100 a??g/mL), which is significantly higher than that of Ningnanmycin. The systematic study provides strong evidence that these simple thiourea derivatives could become potential TMV inhibitors.

"Cofactor"-controlled enantioselective catalysis

We report an achiral bisphosphine rhodium complex equipped with a binding site for the recognition of chiral anion guests. Upon binding small chiral guests-cofactors-the rhodium complex becomes chiral and can thus be used for asymmetric catalysis. Screening of a library of cofactors revealed that the best cofactors lead to hydrogenation catalysts that form the products with high enantioselectivity (ee?s up to 99%). Interestingly, a competition experiment shows that even in a mixture of 12 cofactors high ee is obtained, indicating that the complex based on the best cofactor dominates the catalysis.

A chiral thioureido acid as an effective additive for enantioselective organocatalytic Michael additions of nitroolefins

A novel and effective organocatalytic system consisting of pyrrolidinyl-thioimidazole and a chiral thioureido acid efficiently catalyzed the asymmetric Michael addition reactions of ketones to nitroolefins to afford the adducts with high diastereoselectivities (up to 99: 1) and excellent enantioselectivities (up to 99% ee). The Royal Society of Chemistry 2008.