149249-32-1

Basic information

• Product Name: Kauran-20-oic acid,16,18-dihydroxy-, d-lactone, (4a)-
• Synonyms: 1H,3H-6a,9-Methano-4,11b-propanocyclohepta[h][2]benzopyran,kauran-20-oic acid deriv.; Neotripterifordin
• CAS NO: 149249-32-1
• Molecular Formula: C20H30 O3
• Molecular Weight: 318.45
• Mol File: 149249-32-1.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Kauran-20-oic acid,16,18-dihydroxy-, d-lactone, (4a)-(CAS DataBase Reference)
• NIST Chemistry Reference: Kauran-20-oic acid,16,18-dihydroxy-, d-lactone, (4a)-(149249-32-1)
• EPA Substance Registry System: Kauran-20-oic acid,16,18-dihydroxy-, d-lactone, (4a)-(149249-32-1)

Safety Data

• Hazardous Substances Data: 149249-32-1(Hazardous Substances Data)

Upstream product

• 10438-44-5 (-)-kaur-16-en-19-ol 
• 14364-16-0 methyl (4R,4aS,6aR,9S,11aR,11bS)-9-hydroxy-4,11b-dimethyl-8-methylenetetradecahydro-6a,9-methanocyclohepta[a]naphthalene-4-carboxylate 
• 29584-19-8 steviol 
• 57817-89-7 stevioside 
• 197369-35-0 tert-Butyl-[(Z)-9-(3-methoxy-phenyl)-2-methylene-6-(tetrahydro-pyran-2-yloxymethyl)-non-6-enyloxy]-diphenyl-silane 
• 197369-37-2 6-(tert-Butyl-diphenyl-silanyloxymethyl)-2-[3-(3-methoxy-phenyl)-prop-(Z)-ylidene]-hept-6-enal 
• 197369-36-1 6-(tert-Butyl-diphenyl-silanyloxymethyl)-2-[3-(3-methoxy-phenyl)-prop-(Z)-ylidene]-hept-6-en-1-ol 
• 197369-38-3 tert-Butyl-[(Z)-9-(3-methoxy-phenyl)-2-methylene-6-vinyl-non-6-enyloxy]-diphenyl-silane 
• 197369-42-9 ((1R,4aS,10aS)-1-Benzyloxymethyl-7-methoxy-4a-vinyl-1,2,3,4,4a,9,10,10a-octahydro-phenanthren-1-yl)-methanol 
• 197369-45-2 (1R,4aS,10aR)-1-Benzyloxymethyl-7-methoxy-1-methyl-1,3,4,9,10,10a-hexahydro-2H-phenanthrene-4a-carbaldehyde 
• 197369-41-8 (S)-2-Benzyloxymethyl-2-[(Z)-7-(3-methoxy-phenyl)-4-vinyl-hept-4-enyl]-oxirane 
• 197369-50-9 C₂₀H₃₂O₄ 
• 197369-46-3 C₁₉H₂₆O₃ 
• 197369-39-4 (Z)-9-(3-Methoxy-phenyl)-2-methylene-6-vinyl-non-6-en-1-ol 

Relevant articles and documents

Syntheses of (-)-Tripterifordin and (-)-Neotripterifordin from Stevioside

We report short syntheses of (-)-tripterifordin and (-)-neotripterifordin, potent inhibitors of HIV replication, from stevioside, a natural sweetener used worldwide. The key transformations are reduction at C13 through the formation of a tertiary chloride and subsequent three-step lactonization including a selective iodination at C20 by the photoreaction of the C19-alcohol. The title compounds were reliably obtained from stevioside in 9 and 11 steps (with 5-7 isolation steps), respectively. Additionally, the related lactone-containing ent-kaurenes, doianoterpenes A and B, and two more natural products were synthesized.