455330-42-4

Basic information

• Product Name: Carbamic acid, [(1R)-4-oxo-2-cyclohexen-1-yl]-, 1,1-dimethylethyl ester (9CI)
• Synonyms: Carbamic acid, [(1R)-4-oxo-2-cyclohexen-1-yl]-, 1,1-dimethylethyl ester (9CI);tert-butyl (R)-(4-oxocyclohex-2-en-1-yl)carbamate
• CAS NO: 455330-42-4
• Molecular Formula: C11H17NO3
• Molecular Weight: 211.25758
• Product Categories: N-BOC
• Mol File: 455330-42-4.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Carbamic acid, [(1R)-4-oxo-2-cyclohexen-1-yl]-, 1,1-dimethylethyl ester (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, [(1R)-4-oxo-2-cyclohexen-1-yl]-, 1,1-dimethylethyl ester (9CI)(455330-42-4)
• EPA Substance Registry System: Carbamic acid, [(1R)-4-oxo-2-cyclohexen-1-yl]-, 1,1-dimethylethyl ester (9CI)(455330-42-4)

Safety Data

• Hazardous Substances Data: 455330-42-4(Hazardous Substances Data)

Upstream product

• 77300-23-3 cyclohex-(±)-(1R*,4S*)-2-ene-1,4-diyl dibenzoate 
• 217438-72-7 1R,4S-(4-hydroxycyclohex-2-enyl)carbamic acid tert-butyl ester 
• 1370320-04-9 (+)-tert-butyl N-[(1R,4S)-2-bromo-4-[(tert-butyldimethylsilyl)oxy]cyclohex-2-en-1-yl]carbamate 
• 1370320-03-8 C₁₃H₂₄BrNO₃Si 
• 174817-06-2 cis-(1S,2S)-1,2-dihydroxy-3-bromocyclohex-3-ene 
• 108-86-1 bromobenzene 
• 67451-62-1 cis-(1S,2S)-1,2-dihydroxy-3-bromocyclohexa-3,5-diene 
• 1370320-08-3 (+)-tert-butyl (1R,4S)-2-bromo-4-hydroxycyclohex-2-enylcarbamate 
• 455330-51-5 (1,4-dioxa-spiro[4.5]dec-6-en-8-yl)-carbamic acid tert-butyl ester 
• 110590-29-9 tert-butyl 2-oxa-3-azabicyclo[2.2.2]oct-5-ene-3-carboxylate 
• 36016-38-3 tert-Butyl N-hydroxycarbamate 
• 205878-19-9 (4-Hydroxy-cyclohex-2-enyl)-carbamic acid tert-butyl ester 
• 551000-83-0 C₁₁H₁₉NO₃ 
• 24424-99-5 di-tert-butyl dicarbonate 

Downstream Products

• 1316755-69-7 (2S)-2-{(1R,3S,4R)-4-[bis(3-methylbutyl)amino]-3-[4-(trifluoromethyl)phenyl]cyclohexyl}propanoic acid 
• 1316755-68-6 (2R)-2-{(1R,3S,4R)-4-[bis(3-methylbutyl)amino]-3-[4-(trifluoromethyl)phenyl]cyclohexyl}propanoic acid 
• 140111-52-0 epibatidine 

Relevant articles and documents

Scalable Asymmetric Synthesis of the All Cis Triamino Cyclohexane Core of BMS-813160

BMS-813160 is a pharmaceutical entity currently in development at Bristol Myers Squibb. Its defining structural feature is a unique chiral all cis triamino cyclohexane core. Medicinal and process chemistry groups at BMS have previously published synthesis

Chemoenzymatic formal synthesis of (-)- and (+)-epibatidine

The cis-dihydrocatechol, derived from enzymatic cis-dihydroxylation of bromobenzene using the microorganism Pseudomonas putida UV4, was converted into (-)-epibatidine in eleven steps with complete stereocontrol. In addition, an unprecedented palladium-catalysed disproportionation reaction gave the (+)-enantiomer of an advanced key intermediate employed in a previous synthesis of epibatidine.

α-iodocycloalkenones: Synthesis of (±)-epibatidine

A synthesis of the non-opiate analgesic alkaloid epibatidine was achieved in 13 steps and 13% Overall yield starting from 1,3-cyclohexadiene using in a key step a modified Stille coupling reaction on an α- iodocyclohexenone.