106009-81-8

Basic information

• Product Name: (13α,21R)-4,4-Dimethyl-15β,8-(epoxymethano)-21-hydroxy-18-nor-16-oxa-5α-androstane-17-one
• Synonyms: (-)-Dendrillol 1;(13α,21R)-4,4-Dimethyl-15β,8-(epoxymethano)-21-hydroxy-18-nor-16-oxa-5α-androstan-17-one;(13α,21R)-4,4-Dimethyl-15β,8-(epoxymethano)-21-hydroxy-18-nor-16-oxa-5α-androstane-17-one;(3R,3aα,5aα,9aβ,11aα,12R)-3β,3bβ-(Epoxymethano)-12-hydroxy-3a,3b,4,5,5a,6,7,8,9,9a,9bα,10,11,11a-tetradecahydro-6,6,9a-trimethylphenanthro[1,2-c]furan-1(3H)-one;[13α,21R,(-)]-21-Hydroxy-4,4-dimethyl-15β,8β-(epoxymethano)-16-oxa-18-nor-5α-androstane-17-one;Dendrillol 1
• CAS NO: 106009-81-8
• Molecular Formula: C20H30O4
• Molecular Weight: 334.4498
• Mol File: 106009-81-8.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (13α,21R)-4,4-Dimethyl-15β,8-(epoxymethano)-21-hydroxy-18-nor-16-oxa-5α-androstane-17-one(CAS DataBase Reference)
• NIST Chemistry Reference: (13α,21R)-4,4-Dimethyl-15β,8-(epoxymethano)-21-hydroxy-18-nor-16-oxa-5α-androstane-17-one(106009-81-8)
• EPA Substance Registry System: (13α,21R)-4,4-Dimethyl-15β,8-(epoxymethano)-21-hydroxy-18-nor-16-oxa-5α-androstane-17-one(106009-81-8)

Safety Data

• Hazardous Substances Data: 106009-81-8(Hazardous Substances Data)

Upstream product

• 14022-44-7 podocarp-8⁽¹⁴⁾-en-13-one 
• 57710-52-8 <3aS-(3aα,5aS,7aα,11aβ,11bα)>-(+)-1,6,7,7a,8,9,10,11,11a,11b-Decahydro-8,8,11a-trimethyl-2H-cyclobutaphenanthren-3(3aH)-one 
• 138644-34-5 <3S-(3α,3aα,5aS,7aα,11aβ,11bα)>-(+)-1,3,3a,6,7,7a,8,9,10,11,11a,11b-Dodecahydro-8,8,11a-trimethyl-3--2H-cyclobutaphenanthren-3-ol 
• 138750-65-9 <3R-(3β,3aα,5aS,7aα,11aβ,11bα)>-(+)-1,3,3a,6,7,7a,8,9,10,11,11a,11b-Dodecahydro-8,8,11a-trimethyl-3--2H-cyclobutaphenanthren-3-ol 
• 138750-66-0 <3R-(3α,3aα,5aS,7aα,11aβ,11bα)>-(+)-1,3,3a,6,7,7a,8,9,10,11,11a,11b-Dodecahydro-3-hydroxy-8,8,11a-trimethyl-2H-cyclobutaphenanthrene-3-carboxylic acid methyl ester 
• 138644-35-6 <3S-(3β,3aα,5aS,7aα,11aβ,11bα)>-(+)-1,3,3a,6,7,7a,8,9,10,11,11a,11b-Dodecahydro-3-hydroxy-8,8,11a-trimethyl-2H-cyclobutaphenanthrene-3-carboxylic acid methyl ester 
• 138644-36-7 <3R-(3β,3aα,5aR,7aα,11aβ,11bα)>-(+)-1,3,3a,6,7,7a,8,9,10,11,11a,11b-Dodecahydro-8,8,11a-trimethyl-2H-cyclobutaphenanthrene-3-carboxylic acid methyl ester 
• 143970-46-1 <3S-(3α,3aα,5aR,7aα,11aβ,11bα)>-(+)-1,3,3a,6,7,7a,8,9,10,11,11a,11b-Dodecahydro-8,8,11a-trimethyl-2H-cyclobutaphenanthrene-3-carbonitrile 
• 143970-47-2 <3R-(3β,3aα,5aR,7aα,11aβ,11bα)>-(+)-1,3,3a,6,7,7a,8,9,10,11,11a,11b-Dodecahydro-8,8,11a-trimethyl-2H-cyclobutaphenanthrene-3-carbonitrile 
• 138644-37-8 <3R-(3β,3aα,5aR,7aα,11aβ,11bα)>-(+)-1,3,3a,6,7,7a,8,9,10,11,11a,11b-Dodecahydro-8,8,11a-trimethyl-2H-cyclobutaphenanthrene-3-carboxylic acid 

Relevant articles and documents

Spongian Pentacyclic Diterpenes. Stereoselective Synthesis of (-)-Dendrillol-1

A formal synthesis of the spongian diterpene (-)-dendrillol-1 (3), through a concise approach that could be used for the synthesis of other pentacyclic spongian diterpenes, is reported.The synthesis is based on the intramolecular acetalization of an acid-dialdehyde 4, which is prepared from (+)-podocarp-8(14)-en-13-one (5) via a sequence of transformations involving (a) introduction of a latent dialdehyde unit on 5 by photochemical reaction with acetylene, (b) reductive carboxylation at C-13 of photoadduct 6 to obtain acid 18, and (c) elaboration of the dialdehyde moiety at C-8 and C-14 of 18 by ozonolysis.Several procedures that have been examined for the reductive carboxylation at C-13 of 6 are described.A simple three-step procedure to effect the conversion of a podocarp-8-en-13-one system into a C-17-functionalized beyerane compound is also reported.