26382-04-7

Basic information

• Product Name: Carbamic acid, bis(1-methylethyl)-, phenylmethyl ester
• CAS NO: 26382-04-7
• Molecular Formula: C14H21NO2
• Molecular Weight: 235.326
• Mol File: 26382-04-7.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Carbamic acid, bis(1-methylethyl)-, phenylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, bis(1-methylethyl)-, phenylmethyl ester(26382-04-7)
• EPA Substance Registry System: Carbamic acid, bis(1-methylethyl)-, phenylmethyl ester(26382-04-7)

Safety Data

• Hazardous Substances Data: 26382-04-7(Hazardous Substances Data)

Upstream product

• 501-53-1 benzyl chloroformate 
• 108-18-9 diisopropylamine 
• 819-79-4 diisopropylamine hydrochloride 
• 19009-39-3 N,N-diisopropylcarbamoyl chloride 
• 100-51-6 benzyl alcohol 

Downstream Products

• 105735-62-4 3,3-dimethyl-1-phenyl-2-butanol 
• 66283-21-4 (S)-3-methyl-1-phenylbutanol 
• 1565-86-2 (R)-3-methyl-1-phenylbutanol 
• 16725-78-3 (1S,2S)-2-methyl-1-phenylbutan-1-ol 
• 16725-77-2 (1R,2R)-2-methyl-1-phenylbutan-1-ol 
• 16725-79-4 (1S,2R)-2-methyl-1-phenylbutan-1-ol 
• 123436-08-8 (S)-(2-methoxyphenyl)phenylmethanol 
• 14097-24-6 (R)-1,3-diphenylpropanol 
• 14097-24-6 (S)-1,3-diphenylpropanol 
• 33652-83-4 (S)-(-)-1-phenylpentanol 
• 19641-53-3 (R)-1-phenylpentan-1-ol 
• 945-49-3 (S)-cyclohexylphenylmethanol 
• 945-49-3 (R)-cyclohexylphenylmethanol 
• 205438-89-7 Diisopropyl-carbamic acid phenyl-trimethylsilanyl-methyl ester 

Relevant articles and documents

Enantioselective synthesis of α-phenyl- and α-(dimethylphenylsilyl)alkylboronic esters by ligand mediated stereoinductive reagent-controlled homologation using configurationally labile carbenoids

Chain extension of boronic esters by the action of configurationally labile racemic lithium carbenoids in the presence of scalemic bisoxazoline ligands was explored for the enantioselective synthesis of the two title product classes. Enantioenriched 2° carbinols generated by oxidative work-up (NaOOH) of initial α-phenylalkylboronate products were obtained in 35-83% yield and 70-96% ee by reaction of B-alkyl and B-aryl neopentyl glycol boronates with a combination of O-(α-lithiobenzyl)-N,N-diisopropylcarbamate and ligand 3,3-bis[(4S)-4,5-dihydro-4-isopropyloxazol-2-yl] pentane in toluene solvent (-78 °C to rt) with MgBr2·OEt2 additive. Enantioenriched α-(dimethylsilylphenylsilyl)alkylboronates were obtained in 35-69% yield and 9-57% ee by reaction of B-alkyl pinacol boronates with a combination of lithio(dimethylphenylsilyl)methyl 2,4,6-triisopropylbenzoate and ligand 2,2-bis[(4S)-4,5-dihydro-4-isopropyloxazol-2-yl]propane in cumene solvent (-45 °C to -95 °C to rt). The stereochemical outcome of the second type of reaction depended on the temperature history of the organolithium·ligand complex indicating that the stereoinduction mechanism in this case involves some aspect of dynamic thermodynamic resolution. This journal is

Enantiospecific, regioselective cross-coupling reactions of secondary allylic boronic esters

An original syn: The first enantioselective Suzuki-Miyaura cross-coupling of chiral, enantioenriched secondary allylic boronic esters is described (see scheme; DME=dimethoxyethane, Bpin = pinacolboryl, dba = dibenzylideneacetone). Mechanistic studies show that the reactions proceed via γ-selective transmetalation followed by reductive elimination. The reaction provides the first independent confirmation that the transmetalation of boronic esters proceeds via a syn pathway. Copyright

An efficient and chemoselective Cbz-protection of amines using silica-sulfuric acid at room temperature

A simple, facile, and chemoselective N-benzyloxycarbonylation of amines using silica-sulfuric acid that proceeds under solvent-free conditions at room temperature has been achieved. These reactions are applicable to a wide variety of primary (aliphatic and cyclic) secondary amines, amino alcohols, and heterocyclic amines.