108031-80-7

Basic information

• Product Name: (2S)-(-)-2,2'-OXYBIS(OCTAHYDRO-7,8,8-TRIMETHYL-4,7-METHANOBENZOFURAN)
• Synonyms: (2S)-(-)-2,2'-OXYBIS(OCTAHYDRO-7,8,8-TRIMETHYL-4,7-METHANOBENZOFURAN);(2S)-(-)-2,2'-oxybis(octahydro-7,8,8-trimethyl-4,;2,2'oxybis(octahydro7,8,8-trimethyl-4,7-methanobenzofuran)
• CAS NO: 108031-80-7
• Molecular Formula: C₂₄H₃₈O₃
• Molecular Weight: 374.56
• Mol File: 108031-80-7.mol

Chemical Properties

• Melting Point: 149-151 °C(lit.)
• Boiling Point: 435.9°Cat760mmHg
• Flash Point: 148.7°C
• Appearance: /
• Density: 1.12g/cm³
• CAS DataBase Reference: (2S)-(-)-2,2'-OXYBIS(OCTAHYDRO-7,8,8-TRIMETHYL-4,7-METHANOBENZOFURAN)(CAS DataBase Reference)
• NIST Chemistry Reference: (2S)-(-)-2,2'-OXYBIS(OCTAHYDRO-7,8,8-TRIMETHYL-4,7-METHANOBENZOFURAN)(108031-80-7)
• EPA Substance Registry System: (2S)-(-)-2,2'-OXYBIS(OCTAHYDRO-7,8,8-TRIMETHYL-4,7-METHANOBENZOFURAN)(108031-80-7)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 108031-80-7(Hazardous Substances Data)

Usage

Uses

Used in Perfumery and Cosmetics Industry:
(2S)-(-)-2,2'-OXYBIS(OCTAHYDRO-7,8,8-TRIMETHYL-4,7-METHANOBENZOFURAN) is used as a fragrance ingredient for its pleasant, musky odor, enhancing the overall scent profile of perfumes and cosmetic products.
Used in Fragrance Formulations:
(2S)-(-)-2,2'-OXYBIS(OCTAHYDRO-7,8,8-TRIMETHYL-4,7-METHANOBENZOFURAN) is used as a fixative in fragrance formulations, providing a long-lasting scent and improving the longevity of the fragrance.
Used in Pharmaceutical Applications:
(2S)-(-)-2,2'-OXYBIS(OCTAHYDRO-7,8,8-TRIMETHYL-4,7-METHANOBENZOFURAN) has potential pharmaceutical applications due to its anti-inflammatory and anti-bacterial properties, making it a promising candidate for the development of new therapeutic agents.

Upstream product

• 81969-33-7 (3aR-(3aα,4β,7β,7aα))-3a,4,5,6,7,7a-Hexahydro-7,8,8-trimethyl-4,7-methanobenzofuran-2(3H)-on 
• 81925-09-9 (1S,2R,4R,6R,7S)-1,10,10-Trimethyl-3-oxa-tricyclo[5.2.1.0^2,6]decan-4-ol 
• 108031-75-0 (1S,2R,4R,6R,7S)-1,10,10-Trimethyl-3-oxa-tricyclo[5.2.1.0^2,6]decan-4-ol 
• 108031-76-1 <2R-(2α,3aα,4β,7β,7aα)>-Octahydro-7,8,8-trimethyl-4,7-methanobenzofuran-2-ol 
• 120686-94-4 <2R-(2α(2S*(2'S*,3a'R*,4'R*,7'R*,7a'R*),3Ξ*),3aα,4β,7β,7aα)>-2,4-Bis<(octahydro-7,8,8-trimethyl-4,7-methanobenzofuran-2-yl)oxy>-1,3-butandiol 
• 178969-81-8 [(1S,3R,4R)-3-Hydroxy-4,7,7-trimethyl-bicyclo[2.2.1]hept-(2E)-ylidene]-acetic acid 
• 72690-86-9 2-Hydroxy-2-<(1R)-4,7,7-trimethyl-3-oxobicyclo<2.2.1>hept-2-ylidene>acetic acid 
• 464-49-3 (1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one 
• 120687-01-6 <2R-(2α(1S*(2'S*,3a'R*,4'R*,7'R*,7a'R*),2Ξ*),3aα,4β,7β,7aα)>-2,2'-<<2-(Phenylmethoxy)-1-<(phenylmethoxy)methyl>-1,3-propandiyl>bis(oxy)>bis(octahydro-7,8,8-trimethyl-4,7-methanobenzofuran) 
• 81925-09-9 <2S-(2α,3aα,4α,7α,7aα)>-2,3,3a,4,5,6,7,7a-Octahydro-7,8,8-trimethyl-4,7-methanobenzofuran-2-ol 
• 113775-57-8 <2S-(2α,3aα,4β,7β,7aα)>-2-Methoxy- 

Downstream Products

• 263870-65-1 [2R-(2α,3aα,4β,7β,7aα)]-2-(diphenylmethoxy)-octahydro-7,8,8-trimethyl-4,7-methanobenzofuran 
• 120686-99-9 <2R-(2α(S*,S*),3aα,4β,7β,7aα)>-1-<(Octahydro-7,8,8-trimethyl-4,7-methanobenzofuran-2-yl)oxy>-3,4-bis(phenylmethoxy)-2-butanol 
• 120786-25-6 <2R-(2α(R*,S*),3aα,4β,7β,7aα)>-1-<(Octahydro-7,8,8-trimethyl-4,7-methanobenzofuran-2-yl)oxy>-3,4-bis(phenylmethoxy)-2-butanol 
• 824952-29-6 [2S-(2α(1R*,2S*),3aα,4β,7β,7aα)]-2-[(octahydro-7,8,8-trimethyl-4,7-methanobenzofuran-2-yl)oxy]-1,2-diphenylethanol 
• 120786-26-7 <2R-(2α(R*,S*),3aα,4β,7β,7aα)>-Octahydro-7,8,8-trimethyl-2-<2,3,4-tris(phenylmethyloxy)butoxy>-4,7-methanobenzofuran 
• 120687-00-5 <2R-(2α(S*,S*),3aα,4β,7β,7aα)>-Octahydro-7,8,8-trimethyl-2-<2,3,4-tris(phenylmethoxy)butoxy>-4,7-methanobenzofuran 
• 197153-86-9 (2R,4S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-5-((1R,2R,4R,6R,7R)-1,10,10-trimethyl-3-oxa-tricyclo[5.2.1.0^2,6]dec-4-yloxy)-pentanenitrile 
• 197153-88-1 (2S,4S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-5-((1R,2R,4R,6R,7R)-1,10,10-trimethyl-3-oxa-tricyclo[5.2.1.0^2,6]dec-4-yloxy)-pentanenitrile 
• 197153-80-3 (2R,4S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-5-((1R,2R,4R,6R,7R)-1,10,10-trimethyl-3-oxa-tricyclo[5.2.1.0^2,6]dec-4-yloxy)-pentanenitrile 
• 197153-82-5 (2S,4S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-5-((1R,2R,4R,6R,7R)-1,10,10-trimethyl-3-oxa-tricyclo[5.2.1.0^2,6]dec-4-yloxy)-pentanenitrile 

Relevant articles and documents

Chiral lactols, XIV: Stereoselective fusion of five-membered ring lactols to the bornane ring system

Condensation of d-camphor (1) with diethyl oxalate and subsequent ester hydrolysis yielded camphoroxalic acid 3. endo-Fused lactone 9 was obtained by reduction of 3 with zinc followed by reduction with NaBH4 and ring closure with H2SO4. exo-Fused lactone 16, the crystal structure of which was determined, was prepared by reduction of 3 with NaBH4 under basic conditions followed by catalytic hydrogenation and ring closure with HCl. Reduction of 9 and 16 with DI-BALH and application of acidic work-up conditions yielded the self-condensed reduction products (lactol anhydrides) 10 and 17, which are useful reagents in racemate resolution and stereoselective synthesis. VCH Verlagsgesellschaft mbH, 1996.

Amino-Alcohols, I: A Method for the Synthesis of Enantiomerically Pure 1,2-Aminoalcohols with erythro-Configuration

The synthesis of both enantiomers of norephedrine and norisoephedrine is described to present a method for the preparation of enantiomerically pure branched 1,2-aminoalcohols.In a one pot reaction enantiomerically pure cyanohydrins bearing an acetal protective group are subjected to Grignard-reaction followed by addition of lithium aluminium hydride.After deprotection the target compounds are obtained.

Chiral Lactols, VIII - A Way for the Asymmetric Induction in the Formation of Sugars

The substituted glycol aldehyde 4 which bears an enantiomerically pure acetal-type protective group exhibiting the configuration of an α-L-sugar at the acetal centre is subjected to aldolization under basic conditions.The resulting products are reduced and characterized by comparison with reference compounds of known absolute configuration.L-Sugars are formed preferentially with L-erythrose being the main product.

Chiral Lactols, VII. - O,O- and O,N-Acetal Formation Using the Enantiomerically Pure exo Anellated Octahydro-7,8,8-trimethyl-4,7-methanobenzofuran-2-ol Protective Group

The enantiomerically pure lactol 3a exhibits anomeric selectivity when treated with hydroxy compounds.Enantiomer-selectivity of acetal formation appears upon reaction with compounds of type 2.Conformational analysis is carried out with respect to the determination of the absolute configuration of compounds of type 2.Compound 3a reacts selectively with secondary amines to yield O,N-acetals, whereas primary amines yield mixtures of anomers.According to X-ray analysis, the O,N-acetal hydrochloride 8f*HCl does not show any sign of the existance of a reverse anomeric effect.