144017-65-2

Basic information

• Product Name: (R)-(+)-1-(benzo[d][1,3]dioxol-5-yl)-4,4-dimethylpent-1-en-3-ol
• CAS NO: 144017-65-2
• Molecular Weight: 234.295
• Mol File: 144017-65-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (R)-(+)-1-(benzo[d][1,3]dioxol-5-yl)-4,4-dimethylpent-1-en-3-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(+)-1-(benzo[d][1,3]dioxol-5-yl)-4,4-dimethylpent-1-en-3-ol(144017-65-2)
• EPA Substance Registry System: (R)-(+)-1-(benzo[d][1,3]dioxol-5-yl)-4,4-dimethylpent-1-en-3-ol(144017-65-2)

Safety Data

• Hazardous Substances Data: 144017-65-2(Hazardous Substances Data)

Usage

Uses

(R)-Stiripentol is an S-isomer of Stiripentol (S686825) which is an epilepsy drug. It has been used as co-therapy for treatment of epilepsy. It inhibits the enzymes responsible for metabolism of other anti-convulsant agents.

Upstream product

• 630-19-3 pivalaldehyde 
• 60041-31-8 4,4-dimethylpent-1-en-3-ol 
• 6053-02-7 3,4-dihydroxystyrene 
• 331-39-5 caffeic acid 
• 7315-32-4 5-vinyl-1,3-benzodioxole 
• 24580-44-7 (3R)-(+)-4,4-dimethyl-1-penten-3-ol 

Relevant articles and documents

Synthesis of the antiepileptic (R)-Stiripentol by a combination of lipase catalyzed resolution and alkene metathesis

The enantiopure (ee >99%) antiepileptic (R)-(+)-Stiripentol has been stereoselectively synthesized via cross metathesis of 5-vinylbenzo[d][1,3] dioxole 1 and (R)-(+)-4,4-dimethylpent-1-en-3-ol (R)-(+)-2. A novel one-pot two-step pathway for the synthesis of 5-vinylbenzo[d][1,3]dioxole 1 starting from 3,4-dihydroxycinnamic acid has been introduced. A lipase catalyzed kinetic resolution access to enantiopure (R)-(+)-4,4-dimethylpent-1-en-3-ol (R)-(+)-2 (ee >99%) has also been developed.