6697-24-1

Basic information

• Product Name: Phenanthrene,7-ethenyl-1,2,3,4,4a,5,6,7,8,9,10,- 10a-dodecahydro-1,1,4a,7-tetramethyl-,(4aS,- 7S,10aS)-
• CAS NO: 6697-24-1
• Molecular Weight: 272.474
• Mol File: 6697-24-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Phenanthrene,7-ethenyl-1,2,3,4,4a,5,6,7,8,9,10,- 10a-dodecahydro-1,1,4a,7-tetramethyl-,(4aS,- 7S,10aS)- (CAS DataBase Reference)
• NIST Chemistry Reference: Phenanthrene,7-ethenyl-1,2,3,4,4a,5,6,7,8,9,10,- 10a-dodecahydro-1,1,4a,7-tetramethyl-,(4aS,- 7S,10aS)- (6697-24-1)
• EPA Substance Registry System: Phenanthrene,7-ethenyl-1,2,3,4,4a,5,6,7,8,9,10,- 10a-dodecahydro-1,1,4a,7-tetramethyl-,(4aS,- 7S,10aS)- (6697-24-1)

Safety Data

• Hazardous Substances Data: 6697-24-1(Hazardous Substances Data)

Upstream product

• 1686-61-9 sandaracopimaradiene 
• 596-85-0 (+)-manool 
• 596-85-0 manool 

Relevant articles and documents

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.

CYCLIZATION AND REARRANGEMENT OF DITERPENOIDS. VII. COMPOSITION OF THE HYDROCARBON FRACTION OF A MIXTURE OF THE PRODUCTS OF CYCLIZATION OF MANOOL AND SCLAREOL BY ORDINARY ACIDS

The hydrocarbon fractions of the products of the cyclization of manool and sclareol by a mixture of conc. sulfuric and formic or acetic acids have been investigated.It has been established that they contain, in addition to the Δ8/9-pimaradiene, Δ8(9)-isopimaradiene, roasadiene, and 13-epirosadiene identified previously, the tetracyclic hydrocarbons (1R, 2S, 7S, 11S, 12R, 13R)-2, 6, 6, 11, 13-pentamethyltetracyclo1.10.02.7>pentadeca-9-ene and (1S, 2R, 11S, 12R, 1R)-2, 7, 7, 11, 15-pentamethyltetracyclo2.11.03.8>pentadeca(8)-ene.