142980-91-4

Basic information

• Product Name: (2E)-ethyl <(2'S,5'S)-5'-<(tert-butyldimethylsilyl)oxy>-2'-methylcyclohexylidene>ethanoate
• Synonyms: (2E)-ethyl <(2'S,5'S)-5'-<(tert-butyldimethylsilyl)oxy>-2'-methylcyclohexylidene>ethanoate
• CAS NO: 142980-91-4
• Molecular Weight: 312.525
• Mol File: 142980-91-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (2E)-ethyl <(2'S,5'S)-5'-<(tert-butyldimethylsilyl)oxy>-2'-methylcyclohexylidene>ethanoate(CAS DataBase Reference)
• NIST Chemistry Reference: (2E)-ethyl <(2'S,5'S)-5'-<(tert-butyldimethylsilyl)oxy>-2'-methylcyclohexylidene>ethanoate(142980-91-4)
• EPA Substance Registry System: (2E)-ethyl <(2'S,5'S)-5'-<(tert-butyldimethylsilyl)oxy>-2'-methylcyclohexylidene>ethanoate(142980-91-4)

Safety Data

• Hazardous Substances Data: 142980-91-4(Hazardous Substances Data)

Upstream product

• 142980-88-9 ethyl <(1'R,2'S,5'S)-5'-acetoxy-1'-hydroxy-2'-methylcyclohexyl>ethanoate 
• 142980-87-8 ethyl <(1'R,2'S,5'S)-6-hydroperoxy-2',6-'dimethylbicyclo<3.2.1>-7'-oxaoctyl>ethanoate 
• 142980-89-0 ethyl <(1'R,2'S,5'S)-1',5-'dihydroxy-2'-methylcyclohexyl>ethanoate 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 142980-82-3 (2E)-ethyl <(2'S,5'S)-2'-methyl-5'-(1''-methylethenyl)cyclohexylidene>ethanoate 
• 5524-05-0 (-)-dihydrocarvone 
• 2244-16-8 (S)-p-mentha-6,8-dien-2-one 
• 142980-90-3 ethyl <(1'R,2'S,5'S)-5'-<(tert-butyldimethylsilyl)oxy>-1'-hydroxy-2'-methylcyclohexyl>ethanoate 
• 145260-95-3 [(2S,5S)-5-Hydroxy-2-methyl-cyclohex-(E)-ylidene]-acetic acid ethyl ester 

Downstream Products

• 141277-81-8 (2E)-<2-<(2'S,5'S)-5'-<(tert-butyldimethylsilyl)oxy>-2'-methylcyclohexylidene>ethyl>diphenylphosphine oxide 
• 98830-20-7 25-hydroxydihydrotachysterol₂ 
• 142980-94-7 dihydrotachysterol₂ tert-butyldimethylsilyl ether 
• 141277-87-4 25-<(methoxymethyl)oxy>dihydrotachysterol₂ tert-butyldimethylsilyl ether 
• 67-96-9 Dihydrotachysterol₂ 
• 142980-92-5 (2E)-2-<(2'S,5'S)-5'-<(tert-butyldimethylsilyl)oxy>-2'-methylcyclohexylidene>ethanol 

Relevant articles and documents

25-Hydroxydihydrotachysterol2. An innovative synthesis of a key metabolite of dihydrotachysterol2

A new synthesis of 25-hydroxydihydrotachysterol2 is described. The hydroxylated side-chain is constructed stereoselectively using a chiral Wittig reagent. The A-ring synthon is introduced utilising the Wittig-Horner method as developed by Lythgoe et al. The preparation of the metabolite is carried out in 18 steps.

A Convergent Approach to the Dihydrotachysterol Diene System. Application to the Synthesis of Dihydrotachysterol2 (DHT2), 25-Hydroxydihydrotachysterol2 (25-OH-DHT2), 10(R),19-dihydro-(5E)-3-epivitamin D2, and 25-Hydroxy-10(R),19-dihydro-(5E)-3-epivitamin D2

Total synthesis of A-ring fragments of 10(S),19-dihydrovitamins D and 10(R),19-dihydro-(5E)-epivitamins D from (+)-(S)-carvone and (-)-(R)-carvone is described.These fragments were used for convergent synthesis of dihydrotachysterol2 (DHT2), 25-hydroxydihydrotachysterol2, 10(R),19-dihydro-(5E)-3-epivitamin D2, and 25-hydroxy-10(R),19-dihydro-(5E)-3-epivitamin D2.