68702-74-9

Basic information

• Product Name: Pentanoic acid, 5-hydroxy-3-methyl-, methyl ester, (S)-
• CAS NO: 68702-74-9
• Molecular Formula: C7H14O3
• Molecular Weight: 146.186
• Mol File: 68702-74-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Pentanoic acid, 5-hydroxy-3-methyl-, methyl ester, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Pentanoic acid, 5-hydroxy-3-methyl-, methyl ester, (S)-(68702-74-9)
• EPA Substance Registry System: Pentanoic acid, 5-hydroxy-3-methyl-, methyl ester, (S)-(68702-74-9)

Safety Data

• Hazardous Substances Data: 68702-74-9(Hazardous Substances Data)

Upstream product

• 63473-60-9 (R)-3-methylpentanedioic acid monomethyl ester 
• 63473-60-9 (S)-5-methoxy-3-methyl-5-oxopentanoic acid 

Downstream Products

• 61898-55-3 (4R)-4-methyltetrahydro-2H-pyran-2-one 
• 61898-56-4 (S)-4-methyltetrahydro-2H-pyran-2-one 
• 84397-13-7 methyl (3R)-5-{[tert-butyl(dimethyl)silyl]oxy}-3-methylpentanoate 
• 63473-60-9 (S)-5-methoxy-3-methyl-5-oxopentanoic acid 
• 912293-12-0 C₁₅H₂₂O₄S 
• 912293-21-1 C₁₅H₂₄O₄S 
• 912293-11-9 C₁₄H₂₀O₄S 
• 912293-20-0 C₁₄H₂₂O₄S 
• 912293-10-8 C₂₀H₃₆O₄SSi 
• 234447-80-4 (3R)-5-hydroxy-N-(4-methoxybenzyl)-3-methylpentanamide 
• 213385-42-3 (R)-5-(4-Methoxy-benzyloxy)-3-methyl-pentanoic acid methyl ester 
• 96924-72-0 methyl (R)-5-tosyloxy-3-methylpentanoate 
• 80654-39-3 methyl (R)-(+)-5-bromo-3-methylpentanoate 

Relevant articles and documents

Enzymes in Organic Synthesis. 35. Stereoselective Pig Liver Esterase Catalyzed Hydrolyses of 3-Substituted Glutarate Diesters. Optimization of Enantiomeric Excess via Reaction Conditions Control

Pig liver esterase catalyzed hydrolyses of C-3-substituted dimethyl glutarates are enantiotopically selective, giving acid ester products of 17-79percent ee under normal (aqueous, pH 7, 20 deg C) hydrolysis conditions.The stereoselectivity can be increased by optimizing the reaction conditions.For example, in 20percent aqueous methanol of pH 7 at -10 deg C hydrolysis of the 3-methyl diester gives the 3-methyl acid ester of 97percent ee.The hydrolysis is pro-S selective for the diesters with small C-3 substituents and reverses to pro-R preference when C-3 is large.An active site model consistent with these data is presented.

SYNTHESES WITH SULFONES XLIX: STEREO- AND ENANTIOSELECTIVE SYNTHESIS OF (S)-(-)-3,9-DIMETHYL 6-(1-METHYLETHYL) (E)-5,8-DECADIEN 1-OL ACETATE, SEXUAL PHEROMONE OF YELLOW SCALE

The stereo- and enantioselective synthesis of the yellow scale pheromone,(S)-(-)-3,9-dimethyl 6-(1-methylethyl) (E)-5,8-decadien 1-ol acetate, from 3-(R)-(+)-valerolactone 5 and benzene 8 is described.The key step is the in