73836-92-7

Basic information

• Product Name: D/E-trans-Ψ-vincadifformine
• CAS NO: 73836-92-7
• Molecular Weight: 338.45
• Mol File: 73836-92-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: D/E-trans-Ψ-vincadifformine(CAS DataBase Reference)
• NIST Chemistry Reference: D/E-trans-Ψ-vincadifformine(73836-92-7)
• EPA Substance Registry System: D/E-trans-Ψ-vincadifformine(73836-92-7)

Safety Data

• Hazardous Substances Data: 73836-92-7(Hazardous Substances Data)

Upstream product

• 109704-78-1 2,16-Didehydro-16,20-bis(methoxycarbonyl)-21-phenyl-20,21-seco-pseudoaspidospermidine (3α,14β,20αβ) 
• 139133-18-9 D/E-trans-20,21-didehydro-Ψ-vincadifformine 
• 66757-48-0 methyl 4-formylhexanoate 
• 139133-21-4 4-(1,3-dioxolan-2-yl)-1-hexanol 
• 139133-11-2 methyl (3aRS,4SR)-3-benzyl-2,3,3a,4,5,7-hexahydro-4-<2-ξ-(1,3-dioxolan-2-yl)-1-butyl>-1H-pyrrolo<2,3-d>carbazole-6-carboxylate 
• 139133-17-8 (3aS,4R,11bR)-4-(2-[1,3]Dioxolan-2-yl-butyl)-2,3,3a,4,5,7-hexahydro-1H-pyrrolo[2,3-d]carbazole-6-carboxylic acid methyl ester 
• 139133-14-5 11α/β-<4-ξ-(1,3-dioxolan-2-yl)-1-hexyl>-1,2,4,6-tetrahydro-3,10b-methanoazepino<4,5-b>indole-5-carboxylate 
• 136851-17-7 methyl 4-(1,3-dioxolan-2-yl)hexanoate 
• 139133-13-4 4-(1,3-dioxolan-2-yl)hexanal 
• 109704-80-5 N^b-benzyl-21-(tosyloxy)-D-seco-Ψ-vincadifformine 
• 109704-79-2 N^b-benzyl-21-hydroxy-D-seco-Ψ-vincadifformine 
• 121074-32-6 (R)-4-[(S)-2-(Toluene-4-sulfonyloxymethyl)-butyl]-2,3,3a,4,5,7-hexahydro-1H-pyrrolo[2,3-d]carbazole-6-carboxylic acid methyl ester 

Downstream Products

• 3327-43-3 C₂₁H₂₈N₂O₂ 
• 3327-43-3 C₂₁H₂₈N₂O₂ 
• 57194-39-5 C₄₆H₅₈N₄O₈ 

Relevant articles and documents

Synthesis of Vinca Alkaloids and Related Compounds. 64. Total Syntheses of (+/-)-Pseudovincadifformine and (+/-)-20-Epipseudovincadifformine

Using our previously reported convergent synthetic strategy, secondary amine 6 and aldehyde 9 reacted to give tetracyclic esters 10 and 11, which readily led to pentacyclic lactams 14-16.Selective reduction of these products gave (+/-)-pseudovincadifformine (4), (+/-)-20-epipseudovincadifformine (5), and (+/-)-14-epipseudovincadifformine (20).Aldehyde 23 was also prepared and could be directly used for synthesizing (+/-)-20-epipseudovincadifformine (5).The introduction of the double bond into ring D of the pseudoaspidospermane skeleton was successfully achieved to obtained 21-oxopseudotabersonine (30).

Syntheses of 20'-Deoxyvinblastine, 20'-Deoxyleurosidine, 20'-Deoxyvincovaline, 20'-epi-20'-Deoxyvincovaline, and 20'-Deoxyvincristine and Its 20'-Epimer through Racemic and Enantioselectively Generated Intermediates. New Syntheses of D/E-cis- and -trans-Ψ

Vindoline (20), on reaction with chloro imine derivatives of the D-seco-D/E-trans-Ψ- and -20-epi-Ψ-vincadifformines 18 and 19, followed by cyclization and debenzylation steps, provided the natural products 20'-deoxyvinblastine (4) and 20'-deoxyleurosidine