651316-65-3

Basic information

• Product Name: Carbamic acid, methyl[3-phenyl-3-[4-(trifluoromethyl)phenoxy]propyl]-, 1,1-dimethylethyl ester
• CAS NO: 651316-65-3
• Molecular Formula: C22H26F3NO3
• Molecular Weight: 409.449
• Mol File: 651316-65-3.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Carbamic acid, methyl[3-phenyl-3-[4-(trifluoromethyl)phenoxy]propyl]-, 1,1-dimethylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, methyl[3-phenyl-3-[4-(trifluoromethyl)phenoxy]propyl]-, 1,1-dimethylethyl ester(651316-65-3)
• EPA Substance Registry System: Carbamic acid, methyl[3-phenyl-3-[4-(trifluoromethyl)phenoxy]propyl]-, 1,1-dimethylethyl ester(651316-65-3)

Safety Data

• Hazardous Substances Data: 651316-65-3(Hazardous Substances Data)

Upstream product

• 402-43-7 p-trifluoromethylphenyl bromide 
• 244059-08-3 tert-butyl N-(3-hydroxy-3-phenylpropyl)-N-methylcarbamate 
• 402-45-9 4-hydroxybenzotrifluoride 
• 329-14-6 1-(methylsulfanyl)-4-(trifluoromethyl)benzene 
• 24424-99-5 di-tert-butyl dicarbonate 
• 54910-89-3 FLUOXETINE 
• 42142-52-9 3-methylamino-1-phenylpropan-1-ol 
• 1456616-19-5 tert-butyl (3-(4-bromophenoxy)-3-phenylpropyl)(methyl)carbamate 
• 75-46-7 trifluoromethan 
• 18776-12-0 3-chloro-1-phenyl-propan-1-ol 
• 106-41-2 4-bromo-phenol 
• 1436389-46-6 ethyl (4-{3-[(tert-butoxycarbonyl)(methyl)amino]-1-phenylpropoxy}phenyl)(difluoro)acetate 
• 5053-63-4 3-amino-1-phenylpropan-1-ol 
• 937787-98-9 N-(ethoxycarbonyl)-3-amino-1-phenyl-1-propanol 

Downstream Products

• 54910-89-3 FLUOXETINE 
• 1436389-37-5 N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine trifluoroacetic acid 

Relevant articles and documents

Discriminating non-ylidic carbon-sulfur bond cleavages of sulfonium ylides for alkylation and arylation reactions

A sulfonium ylide participated alkylation and arylation under transition-metal free conditions is described. The disparate reaction pattern allowed the separate activation of non-ylidic S-alkyl and S-aryl bond. Under acidic conditions, sulfonium ylides serve as alkyl cation precursors which facilitate the alkylations. While under alkaline conditions, cleavage of non-ylidic S-aryl bond produces O-arylated compounds efficiently. The robustness of the protocols were established by the excellent compatibility of wide variety of substrates including carbohydrates.

C(sp3)?H Cyanation Promoted by Visible-Light Photoredox/Phosphate Hybrid Catalysis

Inspired by the reaction mechanism of photo-induced DNA cleavage in nature, a C(sp3)?H cyanation reaction promoted by visible-light photoredox/phosphate hybrid catalysis was developed. Phosphate radicals, generated by one-electron photooxidation of phosphate salt, functioned as a hydrogen-atom-transfer catalyst to produce nucleophilic carbon radicals from C(sp3)?H bonds with a high bond-dissociation energy. The resulting carbon radicals were trapped by a cyano radical source (TsCN) to produce the C?H cyanation products. Due to the high functional-group tolerance and versatility of the cyano group, the reaction will be useful for realizing streamlined building block syntheses and late-stage functionalization of drug-like molecules.

TCDA: Practical Synthesis and Application in the Trifluoromethylation of Arenes and Heteroarenes

A practical synthesis of the reagent trimethylsilyl chlorodifluoroacetate (TCDA) is reported on 50 g scale. The trifluoromethylation with TCDA was optimized, and the reaction shows very broad scope with respect to electron-deficient, -neutral, -rich aryl/heteroaryl iodides, as well as excellent functional group tolerability, such as ester, amide, aldehyde, hydroxyl, and carboxylic acid. The reagent was also applied to the late-stage trifluoromethylation of three medicinally relevant compounds. Additionally, the building block trifluoromethylpyridine and one drug related molecule Boc-Fluoxetin were synthesized in 10 g scale by this method, demonstrating its practical applications in process chemistry.