185399-78-4

Basic information

• Product Name: Octanoic acid ((1R,2R)-2-octanoylamino-cyclohexyl)-amide
• Synonyms: Octanoic acid ((1R,2R)-2-octanoylamino-cyclohexyl)-amide
• CAS NO: 185399-78-4
• Molecular Weight: 366.588
• Mol File: 185399-78-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Octanoic acid ((1R,2R)-2-octanoylamino-cyclohexyl)-amide(CAS DataBase Reference)
• NIST Chemistry Reference: Octanoic acid ((1R,2R)-2-octanoylamino-cyclohexyl)-amide(185399-78-4)
• EPA Substance Registry System: Octanoic acid ((1R,2R)-2-octanoylamino-cyclohexyl)-amide(185399-78-4)

Safety Data

• Hazardous Substances Data: 185399-78-4(Hazardous Substances Data)

Upstream product

• 20439-47-8 (1R,2R)-1,2-diaminocyclohexane 
• 111-64-8 n-octanoic acid chloride 
• 106-32-1 octanoic acid ethyl ester 
• 694-83-7 rac-diaminocyclohexane 

Relevant articles and documents

Chiral Lipophilic Ligands. 2. Cu(II)-Mediated Transport of α-Amino Acids Across a Bulk Chloroform Membrane

A number of achiral (1-4) and chiral (5-10) 1,2-diamino ethane derivatives bearing on one or both nitrogen atoms long paraffinic chains have been synthesized and successfully tested as carriers for the transport of Cu(II) and α-amino acids across a bulk chloroform membrane from a buffered (pH=5.5) source phase to a receiving solution of EDTA.This, being a highly hydrophilic ligand with an affinity for Cu(II) several order of magnitude larger than that of the carrier, allows an effective "up-hill" co-transport of ions and amino acids.The results indicate that the transport occurs via the formation of a ternary complex comprising Cu(II), the lipophilic diamine, and the amino acid.The lipophilicity of the amino acid is the main factor affecting the rate of transport using the same carrier, on the other hand, for the same amino acid the best carrier is that having affinity constant for Cu(II) close to that of the amino acid transported.The rate of transport is apparently governed by the rate of release of the metal ion and the amino acid from the source phase to the organic phase.The enantioselectivities observed in the co-transport of natural amino acids employing chiral ligands are generally modest; in the best cases, the enantioselectivity ratios (the initial rates of transport of the faster enantiomer relative to the slower) are slightly higher than 2.The enantioselectivity appears to depend more on thermodynamic rather than kinetic factors.

Kinetic resolution of chiral auxiliaries with C2-symmetry by lipase-catalyzed alcoholysis and aminolysis

Three cyclic diols, 1,2-cyclohexanediol (1), 1,3-cyclohexanediol (2), and 1,3-cyclopentanediol (3), two acyclic unsaturated diols, 1,5-hexadiene-3,4-diol (4) and 1,7-octadiyne-3,6-diol (5), and a cyclic diamine, 1,2-cyclohexanediamine (6), have been kinetically resolved in alcoholysis and aminolysis reactions, catalyzed by Candida antarctica component B lipase, using S-ethyl thiooctanoate or ethyl octanoate as acyl donors. Acceptable stereoselectivity was achieved in most cases. Acta Chemica Scandinavica 1996.