84817-91-4

Basic information

• Product Name: 3-Hexenoic acid, 4-methyl-6-(2,6,6-trimethyl-1-cyclohexen-1-yl)-
• CAS NO: 84817-91-4
• Molecular Formula: C16H26O2
• Molecular Weight: 250.381
• Mol File: 84817-91-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 3-Hexenoic acid, 4-methyl-6-(2,6,6-trimethyl-1-cyclohexen-1-yl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Hexenoic acid, 4-methyl-6-(2,6,6-trimethyl-1-cyclohexen-1-yl)-(84817-91-4)
• EPA Substance Registry System: 3-Hexenoic acid, 4-methyl-6-(2,6,6-trimethyl-1-cyclohexen-1-yl)-(84817-91-4)

Safety Data

• Hazardous Substances Data: 84817-91-4(Hazardous Substances Data)

Upstream product

• 17283-81-7 4-(2,6,6-Trimethyl-cyclohex-1-enyl)-butan-2-on 
• 36626-29-6 (2-carboxyethyl)triphenylphosphonium chloride 
• 110532-91-7 4-methyl-6-(2,6,6-trimethyl-cyclohex-1-enyl)-hex-3ξ-enoic acid ethyl ester 
• 148700-17-8 (+/-)-4-methyl-6-(2,6,6-trimethyl-cyclohex-1-enyl)-hex-2t-enoic acid 
• 18665-81-1 (E)-3-methyl-5-(2',6',6'-trimethylcyclohex-1'-en-1'-yl)pent-2-en-1-ol 
• 143-33-9 sodium cyanide 

Downstream Products

• 99723-03-2 (Z)-ethyl 4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-enoate 
• 99723-02-1 (E)-ethyl 4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-enoate 
• 79729-81-0 (E)-4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-enoic acid 
• 79729-80-9 (Z)-4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-enoic acid 
• 564-20-5 (+/-)-(3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyldecahydronaphtho[2,1-b]furan-2-one 
• 564-20-5 (3aR)-(+)-sclareolide 
• 6790-58-5 (-)-ambroxide 

Relevant articles and documents

A Concise Synthesis of rac-Ambrox via the Palladium(0)-Catalyzed Carboalkoxylation of an Allylic Ammonium Salt, as Compared to a Formaldehyde Hetero Diels–Alder Approach

Acidic cyclization of either the diethylallylamines 29b or 30, followed by a 1.5 mol-% Pd-catalyzed carbomethoxylation of quaternized 31b, leads to the methyl ester 36a. This latter could also be obtained in optically pure form by carbomethoxylation of the corresponding (+)-acetate. Final reduction-cyclization may be conducted as earlier described, towards the desired odoriferous rac-Ambrox 38a, or its pure (?)-enantiomer. Generation of a π-allyl Pd complex from an allylic ammonium salt, followed by carboalkoxylation is novel. In only five chemical steps starting from farnesene 2, the present work constitutes the most concise total synthesis of rac-Ambrox 38a to date.

SYNTHESIS OF (+/-)-NORAMBREINOLIDE BY CYCLIZATION OF TRANS-β-MONOCYCLOHOMOFARNESIC ACID

Synthesis of norambreinolide by acid-catalized cyclization of trans-β-monocyclohomofarnesic aicd was studied.From the acid norambreinolide was obtained in 57 per cent by catalysis of stannic chloride in dichloromethane at -78 deg C.Isomerization of norambreinolide to norisoambreinolide was observed with a rise of reaction temperature in the presence of stannic chloride.