315179-52-3

Basic information

• Product Name: (1R,2R)-2-[N-(2-diphenylphosphanylbenzoyl)amino]cyclohexylcarbamic acid tert-butyl ester
• Synonyms: (1R,2R)-2-[N-(2-diphenylphosphanylbenzoyl)amino]cyclohexylcarbamic acid tert-butyl ester
• CAS NO: 315179-52-3
• Molecular Weight: 502.593
• Mol File: 315179-52-3.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (1R,2R)-2-[N-(2-diphenylphosphanylbenzoyl)amino]cyclohexylcarbamic acid tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2R)-2-[N-(2-diphenylphosphanylbenzoyl)amino]cyclohexylcarbamic acid tert-butyl ester(315179-52-3)
• EPA Substance Registry System: (1R,2R)-2-[N-(2-diphenylphosphanylbenzoyl)amino]cyclohexylcarbamic acid tert-butyl ester(315179-52-3)

Safety Data

• Hazardous Substances Data: 315179-52-3(Hazardous Substances Data)

Upstream product

• 17261-28-8 ortho-diphenylphosphinobenzoic acid 
• 146504-07-6 tert-butyl ((1R,2R)-2-aminocyclohexyl)carbamate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 291286-34-5 [(1R,2R)-N-(2-aminocyclohexenyl)]-2-(diphenylphosphanoyl)benzamide 
• 20439-47-8 (1R,2R)-1,2-diaminocyclohexane 
• 119-36-8 methyl salicylate 
• 315179-47-6 C₂₂H₂₅N₂O₄C₅H₉O₂ 
• 315179-46-5 ((1R,2R)-2-Benzyloxycarbonylamino-cyclohexyl)-carbamic acid benzyl ester 
• 1079-66-9 chloro-diphenylphosphine 
• 79932-99-3 methyl 2-diphenylphosphinobenzoate 
• 17763-70-1 methyl 2-(trifluoromethylsulfonyloxy)benzoate 

Downstream Products

• 291286-34-5 [(1R,2R)-N-(2-aminocyclohexenyl)]-2-(diphenylphosphanoyl)benzamide 

Relevant articles and documents

Enantioselective 6-exo-Bromoaminocyclization of Homoallylic N-Tosylcarbamates Catalyzed by a Novel Monophosphine-Sc(OTf)3 Complex

A highly enantioselective 6-exo-bromoaminocyclization of (E)-homoallylic N-tosylcarbamates catalyzed by a novel monophosphine-Sc(OTf)3 complex is described, giving a wide variety of optically active oxazinanones with high enantioselectivities.

Well-Designed Phosphine-Urea Ligand for Highly Diastereo- and Enantioselective 1,3-Dipolar Cycloaddition of Methacrylonitrile: A Combined Experimental and Theoretical Study

A novel chiral phosphine-urea bifunctional ligand has been developed for Cu-catalyzed asymmetric 1,3-dipolar cycloaddition of iminoesters with methacrylonitrile, a long-standing challenging substrate in asymmetric catalysis. Distortion-interaction energy analysis based on density functional theory (DFT) calculations reveals that the distortion energy plays an important role in the observed enantioselectivity, which can be attributed to the steric effect between the phosphine ligand and the dipole reactant. DFT calculations also indicate that nucleophilic addition is the enantioselectivity-determining step and hydrogen bonding between the urea moiety and methacrylonitrile assists in control of the diastereo- and enantioselectivity. By a combination of metal catalysis and organocatalysis, excellent diastereo- and enantioselectivities (up to 99:1 diastereomeric ratio, 99% enantiomeric excess) as well as good yields are achieved. A wide range of substitution patterns of both iminoester and acrylonitrile is tolerated by this catalyst system, providing access to a series of highly substituted chiral cyanopyrrolidines with up to two quaternary stereogenic centers. The synthetic utility is demonstrated by enantioselective synthesis of antitumor agent ETP69 with a pivotal nitrile pharmacophore and an all-carbon quaternary stereogenic center.

For the chiral contains the phosphine and hydrogen bond donor ligand and its preparation method and application (by machine translation)

The invention relates to a kind of the chiral contains the phosphine and hydrogen bond donor ligand and its preparation method and application, the ligand and metal salt after forming the complex, can be used for catalytic methylene glycinate ester and the aroma generating asymmetric [3 + 2] dipolar cycloaddition reaction -, and exhibits a very high catalytic activity and enantioselectivity, has great application potential. (by machine translation)