22428-86-0

Usage

Uses

Used in Pharmaceutical Manufacturing:
1,4-Dithiaspiro[4.5]decan-8-ol is utilized as a key component in the production of pharmaceuticals, contributing to the development of new drugs and medicines. Its unique structure allows it to serve as a building block for the synthesis of various therapeutic agents.
Used in Organic Synthesis:
In the field of organic synthesis, 1,4-Dithiaspiro[4.5]decan-8-ol is employed as a versatile building block. Its distinctive spirocyclic ring and sulfur atoms make it a valuable precursor for the creation of complex organic molecules and compounds, further expanding its applications across different industries.

InChI:InChI=1/C8H14OS2/c9-7-1-3-8(4-2-7)10-5-6-11-8/h7,9H,1-6H2

Upstream product

• 54531-77-0 4,4-<1,2-ethanediylbis(thio)>cyclohexyl benzoate 
• 54531-74-7 4,4-<1,2-ethanediylbis(thio)>cyclohexanone 
• 69125-55-9 4-hydroxy-1-methoxy-1-cyclohexene 
• 540-63-6 ethane-1,2-dithiol 
• 150-76-5 4-methoxy-phenol 
• 22428-87-1 4,4-ethylenedioxycyclohexan-1-ol 
• 637-88-7 1,4-Cyclohexanedione 
• 23510-95-4 4-benzoyloxycyclohexanone 
• 6308-92-5 4-benzoyloxycyclohexanol 

Downstream Products

• 54531-74-7 4,4-<1,2-ethanediylbis(thio)>cyclohexanone 
• 83638-29-3 1,4-bis(3,5-dimethoxyphenyl)butane 

Relevant academic research and scientific papers

Origin of stereocontrol in the construction of the 12-oxatricyclo[6.3.1. 02,7]dodecane ring system by Prins-pinacol reactions

(Chemical Equation Presented) Polycyclic products containing the 12-oxatricyclo[6.3.1.02,7]dodecane moiety having either the trans (8a-e) or cis (9a-e) relative configuration of the oxacyclic bridge and the cis angular substituents are formed s

A facile chemoselective deprotection of the p-methoxybenzyl group

The p-methoxybenzyl (PMB) group can be chemoselectively cleaved at low temperature in the presence of SnCl4 and thiophenol. This method is especially useful in the cases where oxidative reagents such as DDQ and CAN need to be avoided. (C) 2000 Elsevier Science Ltd.

An Investigation on Desilylation of Alkyl and Phenolic Silyl Ethers Using FeCl3

A variety of alkyl and phenolic TBDMS ethers have been efficiently cleaved using anhydrous FeCl3 in MeOH under mild conditions. It was found that choice of solvent is crucial for the rate of the deprotection of TBDMS ether with FeCl3.

The substrate- and stereoselectivity of microbial reductions of 1,4-dithiaspirodecanones and 1,5-dithiaspiroundecanones

The title spirocyclic ketones, possessing possible substitution patterns 1,4-dithiaspirodecan-6-one (1a), -7-one (3a), and -8-one (5a) and 1,5-dithiaspiroundecan-7-one (2a), -8-one (4a), and -9-one (6a), have been reduced with new strains of yeast (Saccharomyces cerevisiae, JCM 1819 and JCM 2214).Reductions of the prochiral ketones 1a-4a occur with high enantiofacial selectivity on the preparative scale (up to 99percent ee).The product alcohols (1,4-dithiaspirodecan-6-ol (1b) and -7-ol (3b) and 1,5-dithiaspiroundecan-7-ol (2b) and -8-ol (4b)) have theS configuration, as confirmed by 2D COSY experiments of the (S)-MTPA ester of 1b-4b using the configuration correlation model of Mosher.

Annulation of α-Formyl α,β-Unsaturated Ketones by a Michael Addition-Cyclization Sequence. A Versatile Synthesis of Alicyclic Six-Membered Rings.

The potential generality of the annulation sequence shown in Scheme II (10 -> 11 -> 12 -> 13 -> 14/15) has been examined in model systems.Dehydrogenation of α-formylcyclohexanones 11a-d with 1 equiv of DDQ rapidly produces α,β-unsaturated α-formyl ketones

1,2-Disubstituted Ethanes As Possible Precursors For The Synthesis of Cannabis Spirans

Three possible methods for converting suitable 1,2-disubstituted ethanes into Cannabis spirans have been investigated. 4',5-Dihydroxy-3-methoxybibenzyl underwent intramolecular o-p- and p-p-coupling with ferricyanide in a chloroform-aqueous potassium carbonate system, but yields were low: certain other oxidants did not succeed or gave only traces of product.A method for making 1-hydroxy-1-(3,5-dimethoxyphenylethyl)cyclohexan-4-one ethylene acetal or thioacetal via a Birch reaction is described: despite favourable precedent, acid-catalysed cyclisation led to octahydrophenanthrenones rather than spiro-ketones, whilst N,N-dimethylformamide dineopentyl acetal gave two olefins.Jacquesy's super-asid method for making spirocyclohexenones from a methoxylated bibenzyl was not applicable to the 3,4',5-trimethoxy-case, which would have given cannabispirenone methyl ether, presumably because of protonation of both aromatic systems.