1686-62-0

Basic information

• Product Name: (1R)-7α-Ethenyl-1,2,3,4,4a,4bα,5,6,7,8,10,10aα-dodecahydro-1,4aβ,7-trimethyl-1α-phenanthrenecarboxylic acid methyl ester
• Synonyms: (1R)-7α-Ethenyl-1,2,3,4,4a,4bα,5,6,7,8,10,10aα-dodecahydro-1,4aβ,7-trimethyl-1α-phenanthrenecarboxylic acid methyl ester;Isopimaric acid methyl ester;Methyl isopimarate
• CAS NO: 1686-62-0
• Molecular Formula: C₂₁H₃₂O₂
• Molecular Weight: 316.47758
• Mol File: 1686-62-0.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 383.7°Cat760mmHg
• Flash Point: 180.2°C
• Appearance: /
• Density: 1.01g/cm³
• Vapor Pressure: 4.32E-06mmHg at 25°C
• Refractive Index: 1.518
• CAS DataBase Reference: (1R)-7α-Ethenyl-1,2,3,4,4a,4bα,5,6,7,8,10,10aα-dodecahydro-1,4aβ,7-trimethyl-1α-phenanthrenecarboxylic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (1R)-7α-Ethenyl-1,2,3,4,4a,4bα,5,6,7,8,10,10aα-dodecahydro-1,4aβ,7-trimethyl-1α-phenanthrenecarboxylic acid methyl ester(1686-62-0)
• EPA Substance Registry System: (1R)-7α-Ethenyl-1,2,3,4,4a,4bα,5,6,7,8,10,10aα-dodecahydro-1,4aβ,7-trimethyl-1α-phenanthrenecarboxylic acid methyl ester(1686-62-0)

Safety Data

• Hazardous Substances Data: 1686-62-0(Hazardous Substances Data)

Usage

General Description

The chemical "(1R)-7α-Ethenyl-1,2,3,4,4a,4bα,5,6,7,8,10,10aα-dodecahydro-1,4aβ,7-trimethyl-1α-phenanthrenecarboxylic acid methyl ester" is a methyl ester derivative of a compound with a complex and lengthy molecular structure. It is a type of carboxylic acid methyl ester and belongs to the class of phenanthrenecarboxylic acids. The compound contains a cycloalkane ring and various functional groups, including an ethenyl group and several methyl groups. Its chemical structure suggests potential use in medicinal and pharmaceutical applications due to its potential interactions and reactivity with biological systems. Additionally, its unique structure may also indicate potential use in chemical synthesis and industrial processes.

InChI:InChI=1/C21H32O2/c1-6-19(2)13-10-16-15(14-19)8-9-17-20(16,3)11-7-12-21(17,4)18(22)23-5/h6,8,16-17H,1,7,9-14H2,2-5H3/t16-,17+,19-,20+,21+/m0/s1

Upstream product

• 67-56-1 methanol 
• 5835-26-7 isopimaric acid 
• 186581-53-3 diazomethane 
• 514-08-9 isopimaric acid 

Downstream Products

• 19907-21-2 Methyl isopimara-8,15-dien-18-oate 
• 1686-66-4 isopimara-7,15-diene 
• 1970-82-7 Methyl-20-hydroxy-Δ⁷-dihydro-isopimarat 
• 1740-36-9 (1R,4aR,4bS,7S,8aS,9S,10aR)-9-Hydroxy-7-(2-hydroxy-ethyl)-1,4a,7-trimethyl-tetradecahydro-phenanthrene-1-carboxylic acid methyl ester 
• 2471-58-1 (1R,4aR,4bS,7S,8aR,9R,10aR)-7-(2-Hydroxy-ethyl)-1-hydroxymethyl-1,4a,7-trimethyl-tetradecahydro-phenanthren-9-ol 
• 3582-26-1 Methyl pimara-8,15-dien-18-oate 
• 33892-02-3 methyl 8β-isopimaran-18-oate 
• 33892-03-4 methyl 8α-isopimaran-18-oate 
• 3827-30-3 methyl 15,16-dihydro-13-epi-pimar-7-en-18-oate 
• 1686-64-2 pimara-7,15-dien-18-ol 
• 1740-41-6 (1R,4aR,4bS,7S,8aR,10aR)-7-[2-(4-Bromo-benzenesulfonyloxy)-ethyl]-1,4a,7-trimethyl-9-oxo-tetradecahydro-phenanthrene-1-carboxylic acid methyl ester 
• 1740-37-0 (1R,4aR,4bS,7S,8aR,9R,10aR)-9-Acetoxy-7-(2-acetoxy-ethyl)-1,4a,7-trimethyl-tetradecahydro-phenanthrene-1-carboxylic acid methyl ester 
• 1740-45-0 C₃₂H₄₀Br₂O₇S₂ 
• 2469-35-4 C₂₆H₃₅BrO₄S 

Relevant articles and documents

Synthetic Transformations of Higher Terpenoids. 36.* Synthesis of 13-(Oxazol-5-Yl)-15,16-Bisnorisopimaranes

The conditions for oxidizing methyl isopimarate to the 15-oxo-15,16-dihydroisopimarate were studied. The latter was used for one-pot syntheses of 13-(oxazol-5-yl)-15,16-bisnorisopimarates that included formation of the 16-oxoaldehyde isopimarate and its c

Reaction with Paraform of Isomeric Olefins from Pimaric Series on Askanite-Bentonite Clay

Under conditions of basic catalysis reaction of 3-methyl-3-cyanocyclopropene with S-methyl-isothiuronium salt yielded isomeric 1-methylthio-3-methyl-3-cyanocyclopropanes. The free S-methylthiourea is presumed to act as sulfiding reagent.

Partial Synthesis of 9,10-Syn Diterpenes via Tosylhydrazone Reduction: (-)-(9β)-Pimara-7,15-diene and (-)-(9β)-Isopimaradiene

(9β)-Pimara-7,15-diene (3), a proposed intermediate in the biosynthesis of the momilactone phytoalexins (1 and 2) from rice, and its C-13 epimer, (9β)-isopimara-7,15-diene (4), were synthesized from methyl pimara- and isopimara-8,15-dien-18-oates (8b and 8a, respectively).Allylic oxidation of 8a and 8b as well as the derived diterpene hydrocarbons 15a and 15b with chromium trioxide-dipyridine complex afforded 8,15-dien-7-ones 9a, 9b, 16a, and 16b (35-54percent).Lithium-ammonia reduction of 9a, 16a, and 16b gave predominantly trans,anti,trans-isopimara- and -pimara-15-en-7-ones 10, 17a, and 17b.In contrast, catecholborane reduction of the tosylhydrazones of 9a and 9b provided methyl (9β)-isopimara- and (9β)-pimara-7,15-dien-20-oates (23a and 23b) having the 9,10-syn stereochemistry.The parent diterpenes, 3 and 4, were obtained by carboxyl-to-methyl conversions.In a collaborative investigation 3 was tentatively identified as one of five diterpene hydrocarbons produced upon incubation of (E,E,E)-geranylgeranyl pyrophosphate with a crude enzyme extract from UV-treated rice plants.