84297-59-6

Basic information

• Product Name: (6aR,12aR)-4-[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]-6a,12a-dihydro-6H-[1,3]dioxolo[5,6][1]benzofuro[3,2-c]chromen-3-ol
• Synonyms: [6aR-[4(E),6aa,12aa]]-6a,12a-Dihydro-4-(4-hydroxy-3-methyl-2-butenyl)-6H-[1,3]dioxolo[5,6]benzofuro[3,2-c][1]benzopyran-3-ol; 84297-59-6; Cabenegrin AI
• CAS NO: 84297-59-6
• Molecular Formula: C₂₁H₂₀O₆
• Molecular Weight: 368.3799
• Mol File: 84297-59-6.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 553.741°C at 760 mmHg
• Flash Point: 288.692°C
• Density: 1.389g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.654
• CAS DataBase Reference: (6aR,12aR)-4-[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]-6a,12a-dihydro-6H-[1,3]dioxolo[5,6][1]benzofuro[3,2-c]chromen-3-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (6aR,12aR)-4-[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]-6a,12a-dihydro-6H-[1,3]dioxolo[5,6][1]benzofuro[3,2-c]chromen-3-ol(84297-59-6)
• EPA Substance Registry System: (6aR,12aR)-4-[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]-6a,12a-dihydro-6H-[1,3]dioxolo[5,6][1]benzofuro[3,2-c]chromen-3-ol(84297-59-6)

Safety Data

• Hazardous Substances Data: 84297-59-6(Hazardous Substances Data)

Upstream product

• 108-46-3 recorcinol 
• 76240-25-0 7-benzyloxy-2H-1-benzopyran 
• 84666-37-5 3-((6aS,12aS)-3-Hydroxy-6a,12a-dihydro-6H-5,8,10,12-tetraoxa-benzo[a]cyclopenta[h]fluoren-4-yl)-propane-1,2-diol 
• 76240-26-1 (+/-)-3-benzyloxy-8,9-methylenedioxyprerocarpan 
• 84666-38-6 C₁₈H₁₄O₆ 
• 84666-36-4 (6aS,12aS)-4-Allyl-6a,12a-dihydro-6H-5,8,10,12-tetraoxa-benzo[a]cyclopenta[h]fluoren-3-ol 
• 84666-35-3 (6aS,12aS)-3-Allyloxy-6a,12a-dihydro-6H-5,8,10,12-tetraoxa-benzo[a]cyclopenta[h]fluorene 
• 2035-15-6 (+/-)-3-hydroxy-8,9-methylenedioxyprerocarpan 
• 70371-58-3 1-(benzyloxy)-3-(prop-2-yn-1-yloxy)benzene 
• 61080-20-4 2-(chloromercurio)-4,5-(methylenedioxy)phenol 
• 84666-39-7 (E)-4-((6aS,12aS)-3-Hydroxy-6a,12a-dihydro-6H-5,8,10,12-tetraoxa-benzo[a]cyclopenta[h]fluoren-4-yl)-2-methyl-but-2-enoic acid ethyl ester 
• 91115-39-8 (-)-3-hydroxy-4-(2-oxo)ethyl-8,9-methylenedioxypterocarpan 

Relevant articles and documents

Absolute configuration and total synthesis of (-)-cabenegrin A-I

The total synthesis of (-)-cabenegrin A-I [(-)-1] in five steps was achieved from (-)-6aR, 11aR-maackiain [(-)-5], which in turn was prepared by the optical resolution of racemic (±)-5 using S-(-)α-methylbenzyl isocyanate as the the chiral auxiliary. The homochirality of(-)-maackiain [(- )-5] and (-)cabenegrin A-I [(-)-1] was proved by CD measurements. Synthesis of (±)maackiain [(±)-5] is also presented, starting from the readily available phenol derivatives resorcinol and sesamol, which demonstrates the synthetic utility of the Heck-type oxyarylation process for obtaining pterocarpane derivatives on a multigram scale. A new ring-opening reaction of pterocarpanes (7 → 28) is described.