678159-99-4

Usage

Functional Groups

Hexahydroindanedione derivative
1,1-dimethylpropyl-diphenylsilyl group attached to the oxygen atom

Configuration

Chiral molecule with (1S,7AS) configuration

Physical State

Colorless liquid at room temperature

Applications

Used in pharmaceutical and chemical research
Building block for the synthesis of other organic molecules

Potential Applications

Medicinal chemistry
Material science

Unique Features

Unique structure
Reactivity in synthesis processes

InChI:InChI=1/C27H34O2Si/c1-20-23-16-17-25(27(23,5)19-18-24(20)28)29-30(26(2,3)4,21-12-8-6-9-13-21)22-14-10-7-11-15-22/h6-15,25H,16-19H2,1-5H3/t25-,27-/m0/s1

Upstream product

• 212953-00-9 (1S,7aS)-(+)-1-hydroxy-4,7a-dimethyl-2,3,7,7a-tetrahydro-1H-indene-5⁽⁶⁾-one 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 765-69-5 2-Methylcyclopentane-1,3-dione 
• 1629-58-9 4-penten-3-one 
• 33878-96-5 (7aS)-(+)-4,7a-dimethyl-2,3,7,7a-tetrahydro-1H-indene-1,5(6H)-dione 
• 34927-37-2 2-(3-oxopentyl)-2-methylcyclopentane-1,3-diones 

Downstream Products

• 678160-02-6 tert-butyl-diphenyl-(4,4,7a-trimethyl-2,4,5,6,7,7a-hexahydro-1H-inden-1-yloxy)-silane 
• 678160-03-7 tert-Butyl-diphenyl-((1S,3aS,7aS)-4,4,7a-trimethyl-octahydro-inden-1-yloxy)-silane 
• 678160-15-1 1-(tert-butyl-diphenyl-silanyloxy)-4,4,7a-trimethyl-2,4,5,6,7,7a-hexahydro-1H-inden-5-ol 
• 678160-10-6 [(2S,3S,3aR,5R,6aR)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methoxy-hexahydro-furo[2,3-b]furan-3-yl]-((3aS,7aS)-4,4,7a-trimethyl-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl)-methanone 
• 678160-21-9 [(2S,3R,3aR,5R,6aR)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methoxy-hexahydro-furo[2,3-b]furan-3-yl]-((3aS,7aS)-4,4,7a-trimethyl-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl)-methanol 
• 678160-11-7 [(2S,3S,3aR,5R,6aR)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methoxy-hexahydro-furo[2,3-b]furan-3-yl]-((1S,3aS,7aS)-4,4,7a-trimethyl-octahydro-inden-1-yl)-methanone 
• 678159-96-1 tert-Butyl-{(2S,3R,3aR,5R,6aR)-5-methoxy-3-[1-((1R,3aS,7aS)-4,4,7a-trimethyl-octahydro-inden-1-yl)-vinyl]-hexahydro-furo[2,3-b]furan-2-ylmethoxy}-diphenyl-silane 
• 678160-22-0 1-[(2S,3S,3aR,5R,6aR)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methoxy-hexahydro-furo[2,3-b]furan-3-yl]-1-((1S,3aS,7aS)-4,4,7a-trimethyl-octahydro-inden-1-yl)-ethanol 

Relevant academic research and scientific papers

Norrisolide: Total synthesis and related studies

A stereoselective synthesis of (+)-norrisolide is presented. This natural product belongs to a family of marine spongiane diterpenes the structure of which is characterized by a fused γ-lactone-γ-lactol ring system attached to a bicyclic hydrophobic core.

Stereoselective Total Synthesis of (+)-Norrisolide

In a convergent approach to the marine natural product (+)-norrisolide (1) the two bicyclic ring systems are coupled through the C9-C10 bond to assemble the carbon framework in a late stage of the synthesis. Other highlights of the synthetic strategy incl