1153-35-1

Usage

Uses

Used in Pharmaceutical Industry:
(3R)-1,2,3,6,7,7aα,8,9,11,11a,11bβ-Dodecahydro-3,8,8,11aα-tetramethyl-5H-3β,5aβ-epoxynaphth[2,1-c]oxepin is used as a potential therapeutic agent for its antimicrobial and anti-inflammatory properties. Its unique structure and biological activities make it a promising candidate for the development of new drugs to treat various diseases.
Used in Chemical Research:
(3R)-1,2,3,6,7,7aα,8,9,11,11a,11bβ-Dodecahydro-3,8,8,11aα-tetramethyl-5H-3β,5aβ-epoxynaphth[2,1-c]oxepin is used as a subject of study in chemical research to understand its synthesis, structure, and potential applications. The complex ring system and multiple chiral centers present in the molecule make it an interesting target for synthetic chemists and researchers in the field of natural products.

Upstream product

• 596-85-0 manool 
• 54274-72-5 (R)-5-((1R,2R,4aS,8aS)-2-acetoxy-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl)-3-methylpent-1-en-3-yl acetate 
• 6466-98-4 sclareol 
• 119987-19-8 Acetic acid (1S,2S,4aR,8aR)-1-((E)-5-acetoxy-3-methyl-pent-3-enyl)-2,5,5,8a-tetramethyl-decahydro-naphthalen-2-yl ester 
• 133661-27-5 Acetic acid (1S,2S,4aR,8aR)-2,5,5,8a-tetramethyl-1-[2-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-decahydro-naphthalen-2-yl ester 
• 80098-20-0 Acetic acid (1S,2S,4aR,8aR)-2,5,5,8a-tetramethyl-1-(3-oxo-butyl)-decahydro-naphthalen-2-yl ester 
• 67987-70-6 2-Methyl-2-[2-((1S,4aS,8aS)-5,5,8a-trimethyl-2-methylene-decahydro-naphthalen-1-yl)-ethyl]-[1,3]dioxolane 
• 10266-75-8 15,16-Dinorlabd-8⁽¹⁷⁾-en-13-on 
• 133661-28-6 (1S,2S,4aR,8aR)-2,5,5,8a-Tetramethyl-1-[2-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-decahydro-naphthalen-2-ol 
• 3910-88-1 C₁₈H₃₀O₂ 
• 22628-62-2 8α-acetoxy-13R-hydroxy-labda-14-ene 
• 80098-20-0 8α-(acetyloxy)-14,15-dinorlabdan-13-one 
• 515-03-7 sclareol 
• 10266-75-8 4-((1S,4aS,8aS)-5,5,8a-trimethyl-2-methylene-decahydronaphthalen-1-yl)butan-2-one 

Relevant academic research and scientific papers

Novel Diastereoselective Routes for the Synthesis of the Ambergris ketals

New processes have been developed which allow the stereoselective syntheses of the ambergris ketals 8α,13;13,17-diepoxi-14,15-dinorlabdane 1 and 8β,13;13,17-diepoxi-14,15-dinorlabdane 2, through selection of the appropriate catalyst for the δ,ε-epoxycarbonyl rearrangement of the key intermediate 3, which is, in turn, obtained by controlled oxidation of anticopalic acid 6.

A short efficient synthesis of ambraketal (four steps) and epiambraketal (five steps) from sclareol

Ambraketal 7 and epiambraketal 8 are synthesized efficiently from sclareol 1. The key intermediate 5 is obtained by a regioselective elimination of ketoacetate 4 resulting from the side chain oxidative degradation of 1 by ruthenium tetroxide generated in situ.

SYNTHESIS OF AMBRACETAL AND EPI-8-AMBRACETAL

A protection-deprotection sequence is used in order to control the formation of the exocyclic double bond of compound 10 which is further used for the synthesis of the title compounds.