5153-92-4

Basic information

• Product Name: 1H-Naphtho[2,1-b]pyran,4a,
• Synonyms: 1H-Naphtho[2,1-b]pyran,4a,;(4aR)-3,4aβ,7,7,10aβ-Pentamethyl-4a,5,6,6aα,7,8,9,10,10a,10bα-decahydro-1H-naphtho[2,1-b]pyran;8,13-Dimethyl-14-oxapodocarpa-12-ene;8,13-Epoxy-15,16-dinorlabd-12-ene;8α,13-Epoxy-14,15-dinorlabda-12-ene;Sclareol oxide
• CAS NO: 5153-92-4
• Molecular Formula: C₁₈H₃₀O
• Molecular Weight: 262.43
• Mol File: 5153-92-4.mol
• Article Data: 21

Chemical Properties

• Boiling Point: 325.5±9.0 °C(Predicted)
• Appearance: /
• Density: 0.935±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 1H-Naphtho[2,1-b]pyran,4a,(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Naphtho[2,1-b]pyran,4a,(5153-92-4)
• EPA Substance Registry System: 1H-Naphtho[2,1-b]pyran,4a,(5153-92-4)

Safety Data

• Hazardous Substances Data: 5153-92-4(Hazardous Substances Data)

Upstream product

• 80098-20-0 8α-(acetyloxy)-14,15-dinorlabdan-13-one 
• 1619-25-6 (E,Z)-Labd-13-en-8α-ol 
• 67987-70-6 2-methyl-2-(2-((1S,4aS,8aS)-5,5,8a-trimethyl-2-methylene-decahydronaphthalen-1-yl)ethyl)-1,3-dioxolane 
• 1117-52-8 6,10,14-trimethyl-5,9,13-pentadecatriene-2-on 
• 42569-64-2 (11E)-14,15-bisnor-8α-hydroxy-11-labden-13-one 
• 515-03-7 sclareol 
• 3649-91-0 8,15-dihydroxy-13E-labdane 
• 16736-51-9 8-hydroxy-15,16-dinor-labdan-13-one 
• 25578-83-0 Neoabienol 
• 762-29-8 6,10,14-trimethyl-5,9,13-pentadecatrien-2-one 
• 911397-49-4 C₂₀H₃₄O₃ 
• 4586-83-8 farnesyl acetone acetal 
• 515-03-7 sclareol 
• 104621-31-0 8a-hydroxy-14,15-bisnorlabda-13-one 

Downstream Products

• 103476-92-2 (3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan-2-ol 
• 564-20-5 (3aR)-(+)-sclareolide 
• 150267-49-5 (1R,2R,4aS,8aS)-1-(2-(benzyloxy)ethyl)-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol 
• 150267-50-8 (4aS,5S,8aS)-5-(2-Benzyloxy-ethyl)-1,1,4a-trimethyl-6-methylene-decahydro-naphthalene 
• 178394-54-2 C₂₃H₃₄O₂ 
• 38419-77-1 (4aS,6aR,11aR,11bS)-4,4,6a,11b-Tetramethyl-dodecahydro-7,9-dioxa-cyclohepta[a]naphthalene 
• 13456-36-5 (1R,2R,4aS,8aS)-(2-hydroxy-2,5,5,8a-tetramethylperhydronaphthyl)acetic acid 
• 67779-53-7 (-)-pumiloxide 
• 6790-58-5 (-)-ambroxide 
• 597541-58-7 Toluene-4-sulfonic acid (2S,3S)-3-methyl-3-[2-(3,4,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-ethyl]-oxiranylmethyl ester 

Relevant articles and documents

Scalable synthesis of methyl ent-isocopalate and its derivatives

An efficient and convenient synthetic route was developed to prepare the tricycle diterpene intermediates 1-3 starting from commercially available (-)-sclareol. This improved approach involving four-step reactions provides large-scale (30-40 g) methyl ent-isocopalate in 61% overall yield, which could supply sufficient material for the synthesis of marine natural products containing tricyclic diterpenes.

Synthesis of Heterocyclic Terpenoids by Promiscuous Squalene-Hopene Cyclases

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Catalytic epoxypolyene cyclization via radicals: A simple total synthesis of sclareol oxide and its 8-epimer

A short synthesis of sclareol oxide from epoxyfarnesyl acetone in six steps is described. The strategy features a titanocene-catalyzed epoxypolyene cyclization for the construction of the carbocyclic core structure. The exo olefin formed during the termin