83997-86-8

Basic information

• Product Name: 4s,6s-Dimethyl-7s-acetoxy-3-nonanone
• Synonyms: 4s,6s-Dimethyl-7s-acetoxy-3-nonanone
• CAS NO: 83997-86-8
• Molecular Formula: C13H24 O3
• Molecular Weight: 0
• Mol File: 83997-86-8.mol
• Article Data: 20

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4s,6s-Dimethyl-7s-acetoxy-3-nonanone(CAS DataBase Reference)
• NIST Chemistry Reference: 4s,6s-Dimethyl-7s-acetoxy-3-nonanone(83997-86-8)
• EPA Substance Registry System: 4s,6s-Dimethyl-7s-acetoxy-3-nonanone(83997-86-8)

Safety Data

• Hazardous Substances Data: 83997-86-8(Hazardous Substances Data)

Upstream product

• 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 
• 13398-41-9 (2S, 3S)-threo-β-methylmalic acid 
• 77333-42-7 (2S,3R)-threo-3-methylbutane-1,2,4-triol 
• 69743-60-8 (2S,3R)-threo-3-methylbutane-1,2,4-triol 1,2-acetonide 
• 50460-80-5 (2S,3S)-2-Hydroxy-3-methyl-bernsteinsaeuredimethylester 
• 78479-15-9 (2S,3R)-threo-3-methylbutane-1,2,4-triol 1,2-acetonide 4-benzyl ether 
• 78479-16-0 (2S,3R)-threo-3-methylbutane-1,2,4-triol 4-benzyl ether 
• 78433-55-3 (2S,3R)-threo-3-methylbutane-1,2,3-triol 4-benzyl ether 1-tosylate 
• 86535-15-1 (2S,3R)-threo-1-iodo-2-methyl-3-pentanol 
• 86535-12-8 (2R,3S)-threo-1-iodo-2-methyl-3-pentanol 
• 77333-26-7 (2R,3S)-threo-3-methylbutane-1,2,4-triol 
• 86535-13-9 (2R,3S)-threo-1-iodo-2-methyl-3-pentanol 3-(1'-methoxy-1'-methyl)ethyl ether 
• 71565-21-4 (2S,4'R)-(+)-2-(2,2-Dimethyl-1,3-dioxolan-4-yl)-1-propanol 

Downstream Products

• 72485-37-1 (4R^*,6S^*,7S^*)-7-acetyloxy-4,6-dimethyl-3-nonanone 
• 72485-37-1 (4R^*,6R^*,7R^*)-7-acetyloxy-4,6-dimethyl-3-nonanone 
• 72598-35-7 (-)-serricornin 

Relevant articles and documents

STEREOSELECTIVE SYNTHESIS OF NATURAL (4S,6S,7S)-SERRICORNIN STARTING WITH (3S,4S)-4-HYDROXY-3-METHYL-1-HEXENE

(4S,6S,7S)-Serricornin has been synthesized in three steps starting with (3S,4S)-4-hydroxy-3-methyl-1-hexene.

Thiopyran route to polypropionates: An efficient synthesis of serricornin

The synthesis of serricornin [(4S,6S,7S)-7-hydroxy-4,6-dimethylnonan-3-one] , a sex pheromone produced by the female cigarette beetle (Lasioderma serricorne F.), in seven steps from readily available racemic 1,4-dioxa-8-thiaspiro-[4.5] decane-6-carboxaldehyde (6) is described. The key steps include enantioselective aldol reaction of 6 with tetrahydrothiopyran-4-one catalyzed by 5-[(2S)-pyrrolidine-2-yl]-1H-tetrazole to fabricate the tetrapropionate skeleton, stereoselective LisBu3BH reduction of the resulting aldol adduct, Barton-McCombie deoxygenation, and Raney nickel desulfurization.

Synthesis of (4R,6S,7R)-7-hydroxy-4,6-dimethyl-3-nonanone and (3R,5S,6R)-6-hydroxy-3,5-dimethyl-2-octanone, the pheromone components of the bostrychid beetle, Dinoderus bifoveolatus

(4R,6S,7R)-7-Hydroxy-4,6-dimethyl-3-nonanone and (3R,5S,6R)-6-hydroxy-3,5- dimethyl-2-octanone, the pheromone components of the bostrychid beetle, Dinoderus bifoveolatus, as well as their (4R,6S,7S)-and (3R,5S,6S)-isomers were synthesized from (2R,4S,5R)- and (2R,4S,5S)2,4-dimethyl-5-heptanolide, respectively.