86535-07-1

Basic information

• Product Name: (2S,3S)-threo-2-methylpentane-1,3-diol 1-benzyl ether
• Synonyms: (2S,3S)-threo-2-methylpentane-1,3-diol 1-benzyl ether
• CAS NO: 86535-07-1
• Molecular Weight: 208.301
• Mol File: 86535-07-1.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (2S,3S)-threo-2-methylpentane-1,3-diol 1-benzyl ether(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3S)-threo-2-methylpentane-1,3-diol 1-benzyl ether(86535-07-1)
• EPA Substance Registry System: (2S,3S)-threo-2-methylpentane-1,3-diol 1-benzyl ether(86535-07-1)

Safety Data

• Hazardous Substances Data: 86535-07-1(Hazardous Substances Data)

Upstream product

• 16958-19-3 (2E)-2-methyl-2-penten-1-ol 
• 86535-08-2 (2S,3R)-2-methylpentane-1,3-diol 1-benzyl,3-THP-ether 
• 100235-81-2 methyl (2R,3R)-2-methyl-3-tetrahydropyranyloxypentenoate 
• 86535-09-3 (2S,3R)-2-methyl-3-tetrahydropyranyloxy-1-pentanol 
• 81380-12-3 (2S,3R)-3,4-epoxy-2-methyl-1-butanol benzyl ether 
• 917-54-4 methyllithium 
• 86535-10-6 (2S,3S)-threo-2-methylpentane-1,3-diol 3-THP ether 1-tosylate 
• 116546-78-2 (S)-1-benzyloxy-2-methylpentan-3-one 
• 86562-29-0 (2R,3R)-(-)-threo-3-methylaspartic acid 
• 642-92-2 D,L-threo-β-methylaspartic acid 
• 81422-90-4 (2R,3S)-threo-3-methylbutane-1,2,4-triol 4-benzyl ether 
• 77398-86-8 dimethyl (2R,3R)-2-hydroxy-3-methylsuccinate 
• 86562-32-5 (2R,3S)-threo-3-methylbutane-1,2,4-triol 1,2-acetonide 4-benzyl ether 
• 86535-09-3 (2S,3S)-3-Tetrahydropyranyloxy-2-methylpentan-1-ol 

Downstream Products

• 72522-40-8 (4R,6S,7S)-7-hydroxy-4,6-dimethyl-3-nonanone 
• 72598-35-7 (-)-serricornin 
• 72485-37-1 (4R,6S,7S)-7-acetoxy-4,6-dimethyl-3-nonanone 
• 100757-47-9 (2S,3S)-3-t-butyldimethylsilyloxy-2-methyl-1-(4-methylbenzenesulfonyloxy)pentane 
• 83997-86-8 serricornin acetate <(4S,6S,7S)-4,6-dimethyl-7-acetoxy-3-nonanone> 
• 100699-14-7 (2S,3S)-3-t-butyldimethylsilyloxy-2-methylpentane-1-ol 1-benzyl ether 
• 100699-13-6 (R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (1S,2S)-3-benzyloxy-1-ethyl-2-methyl-propyl ester 
• 100762-79-6 (S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (1S,2S)-3-benzyloxy-1-ethyl-2-methyl-propyl ester 
• 86535-10-6 (2S,3S)-threo-2-methylpentane-1,3-diol 3-THP ether 1-tosylate 
• 86535-18-4 2-methyl-3-pentanol (S)-(-)-MTPA ester 
• 86535-19-5 2-methyl-3-pentanol (R)-(+)-MTPA ester 
• 86535-14-0 (2S,3S)-2-methyl-1-(4-methylbenzenesulfonyloxy)-3-pentanol 
• 149-31-5 (2S,3S)-2-methylpentane-1,3-diol 
• 82335-98-6 serricornin acetate <(4S,6R,7R)-4,6-dimethyl-7-acetoxy-3-nonanone> 

Relevant articles and documents

Versatile enantioselective synthesis of four diastereomers of serricornin, a sex pheromone of the cigarette beetle, using the SAMP/RAMP-hydrazone method

Serricornin is a female-produced sex pheromone of the cigarette beetle (Lasioderma serricorne), which is a pest of dried foodstuffs and tobacco. We report a versatile and short synthesis of all possible 6,7-syn-isomers of serricornin, including the natura

A new synthesis of serricornin [(4s,6s,7s)-7-hydroxy-4,6-dimethyl-3-nonanone], the sex pheromone of the cigarette beetle

Serricornin, the sex pheromone of Lasioderma serricorne F, was synthesised in 7.6% overall yield starting from methyl (R)-3-hydroxypentanoate of microbial origin. Its (4R,6S,7S)-isomer was also synthesised.