70267-29-7

Basic information

• Product Name: Decanoic acid, 2-hydroxy-, (S)-
• CAS NO: 70267-29-7
• Molecular Formula: C10H20O3
• Molecular Weight: 188.267
• Mol File: 70267-29-7.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Decanoic acid, 2-hydroxy-, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Decanoic acid, 2-hydroxy-, (S)-(70267-29-7)
• EPA Substance Registry System: Decanoic acid, 2-hydroxy-, (S)-(70267-29-7)

Safety Data

• Hazardous Substances Data: 70267-29-7(Hazardous Substances Data)

Upstream product

• 52485-05-9 (S)-2-acetoxybutanedioic acid 1-ethyl ester 
• 124-07-2 Octanoic acid 
• 84276-16-4 D-2-aminodecanoic acid 
• 334-48-5 1-decanoic acid 
• 104926-27-4 N,N-Dicyclohexyl-C-[(1R,2S,4S)-7,7-dimethyl-2-((E)-1-trimethylsilanyloxy-dec-1-enyloxy)-bicyclo[2.2.1]hept-1-yl]-methanesulfonamide 
• 96864-09-4 Decanoic acid (1R,2S,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester 
• 5440-55-1 acetylamino-octyl-malonic acid diethyl ester 
• 84209-81-4 rac-2-(chloroacetylamino)decanoic acid 
• 111-83-1 1-bromo-octane 
• 17702-88-4 rac-2-aminodecanoic acid 
• 71271-24-4 2-Hydroxycaprinsaeure-methylester 
• 84277-81-6 L-2-aminodecanoic acid 

Relevant articles and documents

P450Jα: A New, Robust and α-Selective Fatty Acid Hydroxylase Displaying Unexpected 1-Alkene Formation

Oxyfunctionalization of fatty acids (FAs) is a key step in the design of novel synthetic pathways for biobased/biodegradable polymers, surfactants and fuels. Here, we show the isolation and characterization of a robust FA α-hydroxylase (P450Jα) which catalyses the selective conversion of a broad range of FAs (C6:0-C16:0) and oleic acid (C18:1) with H2O2 as oxidant. Under optimized reaction conditions P450Jα yields α-hydroxy acids all with >95 % regioselectivity, high specific activity (up to 15.2 U mg?1) and efficient coupling of oxidant to product (up to 85 %). Lauric acid (C12:0) turned out to be an excellent substrate with respect to productivity (TON=394 min?1). On preparative scale, conversion of C12:0 reached 83 % (0.9 g L?1) when supplementing H2O2 in fed-batch mode. Under similar conditions P450Jα allowed further the first biocatalytic α-hydroxylation of oleic acid (88 % conversion on 100 mL scale) at high selectivity and in good yields (1.1 g L?1; 79 % isolated yield). Unexpectedly, P450Jα displayed also 1-alkene formation from shorter chain FAs (≤C10:0) showing that oxidative decarboxylation is more widely distributed across this enzyme family than reported previously.

An Efficient Synthesis of (S)-2-Hexylthiodecanoic Acid

A short synthesis of (S)-2-hexylthiodecanoic acid from racemic 2-hydroxydecanoic acid is described.This material is useful as a sidechain for ACAT inhibitors.

Synthesis of Both the Enantiomers of 4-Dodecanolide, a Defensive Secretion of Rove Beetles

The enantiomers of 4-dodecanolide, a defensive secretion of rove beetles, were synthesized from (S)- and (R)-2-aminodecanoic acid obtained by the enzymic resolution of the corresponding chloroacetyl derivative.