121506-74-9

Basic information

• Product Name: 1-Cyclohexene-1-carboxylic acid, 2-[[(1R)-1-phenylethyl]amino]-, ethyl ester
• CAS NO: 121506-74-9
• Molecular Formula: C17H23NO2
• Molecular Weight: 273.375
• Mol File: 121506-74-9.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 1-Cyclohexene-1-carboxylic acid, 2-[[(1R)-1-phenylethyl]amino]-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Cyclohexene-1-carboxylic acid, 2-[[(1R)-1-phenylethyl]amino]-, ethyl ester(121506-74-9)
• EPA Substance Registry System: 1-Cyclohexene-1-carboxylic acid, 2-[[(1R)-1-phenylethyl]amino]-, ethyl ester(121506-74-9)

Safety Data

• Hazardous Substances Data: 121506-74-9(Hazardous Substances Data)

Upstream product

• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 1655-07-8 ethyl 2-oxocyclohexane carboxylate 
• 56424-42-1 cyclohexylidene-(1-phenyl-ethyl)-amine 
• 105-58-8 Diethyl carbonate 

Downstream Products

• 116831-08-4 (R)-ethyl cyclohexanone-2-(2-carboethoxy-ethyl)-2-carboxylate 
• 116831-06-2 (S)-ethyl cyclohexanone-2-(2-carboethoxy-ethyl)-2-carboxylate 
• 163705-86-0 (1S,2R,αR)-2--1-carbethoxycyclohexane 
• 213672-84-5 trans-(1R,2R)-1-(benzyloxycarbonylamino)-2-hydroxymethyl-cyclohexane 
• 275812-32-3 N-(5-acetyl-4-methyl-1,3-thiazol-2-yl)-N'-((1R,2S)-2-{[3(S)-(4-fluorobenzyl)piperidinyl]methyl}cyclohexyl)urea 
• 275815-60-6 (1R,2R)-2-(benzyloxycarbonylamino)cyclohexanecarboxaldehyde 
• 26849-62-7 trans-2-amino-1-cyclohexyl carboxylic acid ethyl ester 
• 179601-38-8 (1S,2R)-2-aminocyclohexanecarboxylic acid ethyl ester 
• 178112-24-8 [(1R,2R)-2-((R)-1-Phenyl-ethylamino)-cyclohexyl]-methanol 
• 178737-10-5 trans-(1R,2R)-1-amino-2-hydroxymethyl-cyclohexane 
• 1346773-51-0 (1R,2R)-2-((R)-1-Phenyl-ethylamino)-cyclohexanecarboxylic acid ethyl ester; hydrochloride 
• 532977-50-7 (1R,2R)-2-((R)-1-Phenyl-ethylamino)-cyclohexanecarboxylic acid 
• 389057-34-5 trans-(R,R)-2-aminocyclohexane carboxylic acid 
• 163877-12-1 (R,R,R)-2--1-carbethoxycyclohexane 

Relevant articles and documents

Arynes and Cyclic Alkynes as Synthetic Building Blocks for Stereodefined Quaternary Centers

We report a facile method to synthesize stereodefined quaternary centers from reactions of arynes and related strained intermediates using β-ketoester-derived substrates. The conversion of β-ketoesters to chiral enamines is followed by reaction with in situ generated strained arynes or cyclic alkynes. Hydrolytic workup provides the arylated or alkenylated products in enantiomeric excesses as high as 96%. We also describe the one-pot conversion of a β-ketoester substrate to the corresponding enantioenriched α-arylated product. Computations show how chirality is transferred from the N-bound chiral auxiliary to the final products. These are the first theoretical studies of aryne trapping by chiral nucleophiles to set new stereocenters. Our approach provides a solution to the challenging problem of stereoselective β-ketoester arylation/alkenylation, with formation of a quaternary center.

Asymmetric synthesis of a new helix-forming β-amino acid: trans-4-aminopiperidine-3-carboxylic acid

We report a synthesis of a protected derivative of trans-4aminopiperidine-3-carboxylic acid (APiC). The route provides either enantiomer. All intermediates are purified by crystallization, and large-scale preparation is therefore possible. An analogous ro

Facile enantioselective synthesis of two new bicyclic chiral templates

Optically active bicyclic dienes, 4 and 5 have been enantioselectively prepared in three and four steps, respectively. Mixtures of predominantly either the R or S enantiomer were obtained via an asymmetric alkylation of a chiral enamine.