60623-06-5

Basic information

• Product Name: Furo[2,3-b]quinoline-2-methanol,2,3-dihydro-3-hydroxy-4-methoxy-a,a-dimethyl-, (2S,3S)-
• Synonyms: (-)-Myrtopsine;Myrtopsine
• CAS NO: 60623-06-5
• Molecular Formula: C15H17 N O4
• Molecular Weight: 275.304
• Mol File: 60623-06-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Furo[2,3-b]quinoline-2-methanol,2,3-dihydro-3-hydroxy-4-methoxy-a,a-dimethyl-, (2S,3S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Furo[2,3-b]quinoline-2-methanol,2,3-dihydro-3-hydroxy-4-methoxy-a,a-dimethyl-, (2S,3S)-(60623-06-5)
• EPA Substance Registry System: Furo[2,3-b]quinoline-2-methanol,2,3-dihydro-3-hydroxy-4-methoxy-a,a-dimethyl-, (2S,3S)-(60623-06-5)

Safety Data

• Hazardous Substances Data: 60623-06-5(Hazardous Substances Data)

Upstream product

• 5369-62-0 (+/-)-3,3-dimethyloxirane-2-carboxaldehyde 
• 98751-18-9 3-Iodo-4-methoxy-2(1H)-quinolinone 

Downstream Products

• 484-29-7 dictamnine 
• 110744-50-8 2-(1-Hydroxy-1-methylethyl)-4-methoxyfuro<2,3-b>chinolin 

Relevant articles and documents

Synthesis of (+)-myrtopsine, (+)-7,8-dimethoxymyrtopsine, and related 2,3-dihydro-3-hydroxy-2-(1-hydroxy-1-methyl-ethyl)benzofuran natural products

The first syntheses of myrtopsine (8t) and 7,8-dimethoxymyrtopsine (9t) have been carried out by halogen-metal exchange of 3-iodo-4-methoxy-quinolin-2(1H)-ones (15) and (21) with i-PrMgCl followed by addition of 3,3-dimethyloxirane-2-carboxaldehyde (1). A two-step sequence leads selectively to trans-2,3-dihydro-3-hydroxy-2-(1-hydroxy-1-methylethyl)benzofurans (7t), (8t), (9t), (28), and (32) by conversion of a 2-iodophenol or a 3-iodo-4-methoxyquinolin-2(1H)-one to an aryl Grignard reagent and addition of 3-methyl-2-butenal, followed by threo selective epoxidation of the resulting allylic alcohol and cyclization with inversion.