3650-28-0

Basic information

• Product Name: (+)-SATIVEN
• Synonyms: (1S,3aα,7aα)-Octahydro-4-methyl-8-methylene-7β-isopropyl-1β,4β-methano-1H-indene;(+)-SATIVEN;(+)-Sativene;C15 H24, 1,4-methano-1H-indene, Octahydro-4-methyl-8-methylen-7-(1-methylethyl)-
• CAS NO: 3650-28-0
• Molecular Formula: C₁₅H₂₄
• Molecular Weight: 204.35
• Mol File: 3650-28-0.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 256 °C(lit.)
• Flash Point: 104.9°C
• Appearance: /
• Density: 0.921 g/mL at 20 °C(lit.)
• Vapor Pressure: 0.0254mmHg at 25°C
• Refractive Index: n20/D 1.496
• Storage Temp.: 2-8°C
• BRN: 6566323
• CAS DataBase Reference: (+)-SATIVEN(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-SATIVEN(3650-28-0)
• EPA Substance Registry System: (+)-SATIVEN(3650-28-0)

Safety Data

• WGK Germany: 3
• F: 10
• Hazardous Substances Data: 3650-28-0(Hazardous Substances Data)

Usage

General Description

(+)-SATIVEN is a chemical compound that is also known as (+)-Camphorbiloxime, and it is commonly used in organic and medical chemistry. It is a chiral compound that exists in two enantiomeric forms, with the (+) form being the more active. Research has shown that (+)-SATIVEN has anticancer properties and may be used in the development of novel anticancer drugs. It is also known to possess antioxidant and anti-inflammatory properties, making it a potentially valuable ingredient in the pharmaceutical and cosmetic industries. Additionally, (+)-SATIVEN has been studied for its potential to inhibit the growth of certain bacteria and fungi, making it a promising candidate for use in antimicrobial products. Overall, (+)-SATIVEN is a versatile chemical compound with a wide range of potential applications in various fields.

InChI:InChI=1/C15H24/c1-9(2)11-7-8-15(4)10(3)12-5-6-13(15)14(11)12/h9,11-14H,3,5-8H2,1-2,4H3/t11-,12+,13+,14-,15+/m0/s1

Upstream product

• 3047-64-1 (1RS, 2SR, 3SR, 6SR, 7RS, 8SR)(-3-isopropyl-6-methyltricyclo<4.4.0.0^2,8>dec-7-yl)methanol 
• 78012-04-1 (1RS, 2RS, 3SR, 6SR, 7RS)-2-(hydroxymethyl)-3-methyltricyclo<4.3.0.0^3,7>nonan-5-one 
• 108794-32-7 (1RS, 2RS, 3SR, 6SR, 7RS)-2-(hydroxymethyl)-3-methyltricyclo<4.3.0.0^3,7>nonan-5-one ethylene acetal 
• 159949-80-1 C₁₄H₁₈O₂ 
• 159949-81-2 C₁₅H₂₂O 
• 159949-83-4 7-Isopropylidene-4-methyl-8-methylene-2,3,3a,4,7,7a-hexahydro-1H-1,4-methano-indene 
• 4430-91-5 2,3-dimethyl-cyclohexa-1,3-diene 
• 159949-84-5 7-Isopropylidene-4-methyl-8-methylene-octahydro-1,4-methano-indene 
• 3047-64-1 ((1S,3aR,4S,7S)-7-Isopropyl-4-methyl-octahydro-1,4-methano-inden-8-yl)-methanol 
• 77407-20-6 methyl (E)-5-(2-methyl-4-oxo-2-cyclopentenyl)-2-pentenoate 
• 108794-27-0 methyl (Z)-5-(2-methyl-4-oxo-2-cyclopentenyl)-2-pentenoate 
• 108794-31-6 methyl (1RS, 2SR, 3RS, 6SR, 7RS)-1-methyl-8-oxotricyclo<4.3.0.0^3,7>nonane-2-carboxylate ethylene acetal 
• 78012-05-2 (1RS, 2RS, 3SR, 6SR, 7RS)-2-(tert-butyldimethylsilyoxy)methyl-3-methyltricyclo<4.3.0.0^3,7>nonan-5-one 
• 6018-41-3 methyl coumalate 

Relevant articles and documents

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A Total Synthesis of (+/-)-Sativene via High-Pressure Diels-Alder Route

Sativene, a metabolite of Helminthosporium sativum or Abies magnifica, was synthesized in the racemic form from 2,3-dimethyl-1,3-cyclohexadiene and methyl coumalate via an inversely-electron-demanded high-pressure Diels-Alder reaction in five steps.

Syntheses of (+/-)- and Enantiomerically Pure (+)-Longifolene and of (+/-)- and Enantiomerically Pure (+)-Sativene by an Intramolecular de Mayo Reaction

Starting from 2-cyclopentenoyl chloride ((RS)- or (S)-8), the racemic as well as the enantiomerically pure (+)-sesquiterpenes longifolene ((+/-)- and (+)-1, resp.) and sativene ((+/-)- and (+)-2, resp.) were synthesized efficiently by a sequence of nine and ten steps, respectively.The key sequence 10 -> 16 -> 3 is the first strategic application of an intramolecular photoaddition/retro-aldolization sequence (intramolecular de Mayo reaction) in organic synthesis.