194931-06-1

Basic information

• Product Name: (1S,4R,7aS)-4,7a-Dimethyl-4-phenylsulfanylmethyl-2,4,5,6,7,7a-hexahydro-1H-inden-1-ol
• Synonyms: (1S,4R,7aS)-4,7a-Dimethyl-4-phenylsulfanylmethyl-2,4,5,6,7,7a-hexahydro-1H-inden-1-ol
• CAS NO: 194931-06-1
• Molecular Weight: 288.454
• Mol File: 194931-06-1.mol

Chemical Properties

• CAS DataBase Reference: (1S,4R,7aS)-4,7a-Dimethyl-4-phenylsulfanylmethyl-2,4,5,6,7,7a-hexahydro-1H-inden-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,4R,7aS)-4,7a-Dimethyl-4-phenylsulfanylmethyl-2,4,5,6,7,7a-hexahydro-1H-inden-1-ol(194931-06-1)
• EPA Substance Registry System: (1S,4R,7aS)-4,7a-Dimethyl-4-phenylsulfanylmethyl-2,4,5,6,7,7a-hexahydro-1H-inden-1-ol(194931-06-1)

Safety Data

• Hazardous Substances Data: 194931-06-1(Hazardous Substances Data)

Upstream product

• 51849-22-0 iodomethyl phenyl sulfide 
• 7205-91-6 phenylthiomethyl chloride 
• 194931-05-0 (1S,4S,7aS)-1-Hydroxy-4,7a-dimethyl-4-phenylsulfanylmethyl-1,2,4,6,7,7a-hexahydro-inden-5-one 

Downstream Products

• 213690-29-0 C₂₁H₃₀N₂O₃S 
• 213689-83-9 Acetic acid ((4R,7aR)-4,7a-dimethyl-5,6,7,7a-tetrahydro-4H-inden-4-yl)-phenylsulfanyl-methyl ester 
• 213689-69-1 (3aR,7R)-3a,7-Dimethyl-7-phenylsulfanylmethyl-4,5,6,7-tetrahydro-3aH-indene 
• 194931-07-2 Toluene-4-sulfonic acid (1S,4R,7aS)-4,7a-dimethyl-4-phenylsulfanylmethyl-2,4,5,6,7,7a-hexahydro-1H-inden-1-yl ester 

Relevant articles and documents

The enantioselective total synthesis of (-)-myltaylenol

The unusual sesquiterpenoid alcohol (-)-myltaylenol (1) is synthesized by an intramolecular [4+2] cycloaddition of a chiral diene accessible from Hajos-Wiechert ketone by a sequence of reactions including stereoselective alkylation of an unsaturated ketone with thiophenylmethyl iodide as alkylation agent. As the link between diene and olefin a sulfonic ester group is used. The link permits control of the stereoselectivity of the [4+2] cycloaddition. After this key step the sulfonic ester group can be removed under oxidative conditions by molecular oxygen as oxidation agent, leading directly to a hydroxyketone that can be converted to (-)-myltaylenol by successive Shapiro reaction, regioselective hydroboration and Wittig reaction.

The enantioselective total synthesis of (-)-myltaylenol

Using an intramolecular Diels-Alder cycloaddition followed by an oxidative rupture of the connective unit as the key step, the unusual carbon framework of (-)-myltaylenol was established.