116349-04-3

Basic information

• Product Name: methyl (6S)-6,8-dihydroxyoctanoate
• Synonyms: Methyl (6S)-6,8-dihydroxyoctanoate; octanoic acid, 6,8-dihydroxy-, methyl ester, (6S)-
• CAS NO: 116349-04-3
• Molecular Formula: C₉H₁₈O₄
• Molecular Weight: 190.2368
• Mol File: 116349-04-3.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 314.7°C at 760 mmHg
• Flash Point: 119.4°C
• Density: 1.081g/cm³
• Vapor Pressure: 3.92E-05mmHg at 25°C
• Refractive Index: 1.463
• CAS DataBase Reference: methyl (6S)-6,8-dihydroxyoctanoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (6S)-6,8-dihydroxyoctanoate(116349-04-3)
• EPA Substance Registry System: methyl (6S)-6,8-dihydroxyoctanoate(116349-04-3)

Safety Data

• Hazardous Substances Data: 116349-04-3(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 92016-30-3 (+/-)-7-(2'-acetoxyethyl)-2-oxepanone 
• 3315-60-4 methanolate 
• 87342-98-1 3-oxo-1,8-octanoic acid dimethyl ester 
• 2018-85-1 methyl 2-(tetrahydrofuran-2-yl)acetate 
• 142886-36-0 1-O-Isobutyl 8-O-methyl (3S)-3-hydroxyoctanedioate 
• 142886-33-7 (3S)-3-hydroxyoctanedioic acid dimethyl ester 
• 168416-68-0 (6S)-(+)-methyl 6,8-bis(4-nitrobenzoxy)octanoate 
• 178113-80-9 5-((S)-2,2-Dimethyl-[1,3]dioxan-4-yl)-pentanoic acid methyl ester 
• 130255-10-6 (S)-6-Hydroxy-8,8-dimethoxy-octanoic acid methyl ester 
• 42997-19-3 3-(methoxycarbonyl-2-propenylidene)triphenylphosphorane 
• 1018986-39-4 (S)-7-[2-hydroxyethyl]oxepan-2-one 
• 124-41-4 sodium methylate 
• 394736-71-1 8-hydroxy-6-oxo-octanoic acid methyl ester 

Downstream Products

• 256220-40-3 methyl (S)-6-hydroxy-8-trityloxyoctanoate 
• 119365-69-4 (R)-6,8-dimercaptooctanoic acid 
• 1200-22-2 (R)-1,2-dithiolane-3-pentanoic acid 

Relevant articles and documents

Chemoenzymatic Synthesis of Methyl (6S)-(-)-6,8-Dihydroxyoctanoate: A Precursor to (R)-(+)-α-Lipoic Acid

A short synthetic sequence for the preparation of methyl (6S)-(-)-6,8-dihydroxyoctanoate, the precursor to (R)-(+)-α-lipoic acid is described starting from (2S)-(+)-2-(tetrahydro-2-furyl)ethanol.

A short enantioselective formal synthesis of methyl (S)-(-)-6,8-dihydroxyoctanoate: A key intermediate for the synthesis of R-(+)-α-lipoic acid

A short enantioselective formal synthesis of methyl (S)-(-)-6,8-dihydroxyoctanoate starting from readily available 2-nitrocyclohexanone using a novel retro-Henry reaction is described.

An enantioselective formal synthesis of (+)-(R)-α-lipoic acid by an L-proline-catalyzed aldol reaction

An efficient, highly stereocontrolled formal synthesis of (+)-(R)-α-lipoic acid was achieved, which utilizes an L-proline-catalyzed highly enantio- and diastereoselective cross-aldol reaction as the key step. Georg Thieme Verlag Stuttgart.

Method for producing enantiomer-free 6,8 dihydroxy octanoic acid esters by means of asymmetric, catalytic hydrogenation

The invention relates to a process for the preparation of compounds of the general formula I in which R1 represents a C1-C20-alkyl group, a C3-C12-cycloalkyl group, a C7-C12-aralkyl group or a mono- or bi-nuclear aryl group, in which a ketone of formula II wherein R1 is as defined above, is subjected to asymmetric hydrogenation.