97465-69-5

Basic information

• Product Name: 2,6,8,10-Dodecatetraenamide, N-(2-hydroxy-2-methylpropyl)-, (2E,6E,8E,10E)-
• CAS NO: 97465-69-5
• Molecular Formula: C16H25NO2
• Molecular Weight: 263.38
• Mol File: 97465-69-5.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 2,6,8,10-Dodecatetraenamide, N-(2-hydroxy-2-methylpropyl)-, (2E,6E,8E,10E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6,8,10-Dodecatetraenamide, N-(2-hydroxy-2-methylpropyl)-, (2E,6E,8E,10E)-(97465-69-5)
• EPA Substance Registry System: 2,6,8,10-Dodecatetraenamide, N-(2-hydroxy-2-methylpropyl)-, (2E,6E,8E,10E)-(97465-69-5)

Safety Data

• Hazardous Substances Data: 97465-69-5(Hazardous Substances Data)

Usage

General Description

2,6,8,10-Dodecatetraenamide, N-(2-hydroxy-2-methylpropyl)-(2E,6E,8E,10E)- is a chemical compound with the molecular formula C20H33NO2. It is a long-chain fatty acid amide that contains 12 carbon atoms and four double bonds, arranged in a conjugated fashion. 2,6,8,10-Dodecatetraenamide, N-(2-hydroxy-2-methylpropyl)-, (2E,6E,8E,10E)- is commonly used in the production of skincare and cosmetic products due to its moisturizing properties and potential anti-inflammatory effects. It is also used in the formulation of pharmaceuticals and as a surfactant in various industrial applications. Additionally, it may have potential applications in the field of medical research for its interactions with biological systems.

Upstream product

• 21705-32-8 Ethyl 6-hydroxy-2Z-hexenoate 
• 71032-10-5 (E)-ethyl 6-bromohex-2-enoate 
• 18744-21-3 2E,6Z,8E,10E-dodecatetraenoic acid 
• 2854-16-2 1-Amino-2-methyl-propan-2-ol 
• 140677-99-2 hept-2-en-6-ynoic acid methyl ester 
• 5390-04-5 pent-1-yn-5-ol 
• 101861-38-5 (E)-hept-2-en-6-ynoic acid 
• 1383002-43-4 (2E,8E,10E)-N-(2-hydroxy-2-methylpropyl)dodeca-2,8,10-trien-6-yneamide 
• 1383002-41-2 (E)-N-(2-hydroxy-2-methylpropyl)hept-2-en-6-ynamide 
• 1383002-42-3 (E)-7-bromo-N-(2-hydroxy-2-methylpropyl)hept-2-en-6-ynamide 
• 63072-78-6 sorbyl bromide 
• 70125-12-1 (Z)-6-Oxo-hex-2-enoic acid methyl ester 
• 125521-30-4 (2E,4E)-hexa-2,4-dien-1-yl(triphenyl)phosphonium bromide 
• 1383002-44-5 (2E,6E)-N-(2-hydroxy-2-methylpropyl)-7-iodohepta-2,6-dieneamide 

Downstream Products

• 83883-10-7 beta-Hydroxy-Sanshool 

Relevant articles and documents

Synthesis of hydroxy-α-sanshool

Hydroxy-α-sanshool was synthesized in a 13% overall yield through eight steps, which included two Wittig reactions that were used to form the carbon skeleton with ethyl 2-oxoacetate and 2E,4E-hexadienal being reacted with the appropriate ylides. Impurities in the processes could easily be separated. Ethyl 6-hydroxy-2Z-hexenoate was converted to its E-isomer with catalysis by I2 and 2E,6Z,8E,10E-dodecatetraenoic acid was crystallized from a solution in 1% ethyl acetate in n-hexane.

Method for producing sanshool

PROBLEM TO BE SOLVED: To provide a short-step, highly stereoselective method for producing sanshools, and an alkyne derivative that is an intermediate useful for the method.SOLUTION: The alkyne derivative is represented by general formula (I), wherein Arepresents a halogen atom; and R represents a hydrogen atom, hydroxy or methyl. The method for producing sanshools uses this alkyne derivative, and comprises a step of cross-coupling reacting the alkyne derivative with a boronic acid derivative.

Application of iron carbonyl complexation to the selective total synthesis of sanshools

We focused on the iron-complexes of sanshools (hydroxyl-α-sanshool, hydroxyl-β-sanshool, and γ-sanshool) as the key intermediates for the selective synthesis of these structurally unstable compounds. Consequently, we developed a concise and selective method for the total synthesis of sanshools in 5-6 steps (26-45% overall yield), including complexation of dienes with iron tricarbonyl group.