34384-71-9

Basic information

• Product Name: Isovallesiachotamine
• Synonyms: Isovallesiachotamine;(Z)-Vallesiachotamine;17-Isovallesiachotamine
• CAS NO: 34384-71-9
• Molecular Formula: C21H22N2O3
• Molecular Weight: 350.41098
• Mol File: 34384-71-9.mol
• Article Data: 5

Chemical Properties

• Melting Point: 233-236 °C
• Boiling Point: 566.8°C at 760 mmHg
• Flash Point: 296.6°C
• Appearance: /
• Density: 1.28g/cm³
• Vapor Pressure: 7.23E-13mmHg at 25°C
• Refractive Index: 1.654
• PKA: 17.46±0.60(Predicted)
• CAS DataBase Reference: Isovallesiachotamine(CAS DataBase Reference)
• NIST Chemistry Reference: Isovallesiachotamine(34384-71-9)
• EPA Substance Registry System: Isovallesiachotamine(34384-71-9)

Safety Data

• Hazardous Substances Data: 34384-71-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C21H22N2O3/c1-3-13(12-24)16-10-19-20-15(14-6-4-5-7-18(14)22-20)8-9-23(19)11-17(16)21(25)26-2/h3-7,11-12,16,19,22H,8-10H2,1-2H3/b13-3+/t16-,19-/m0/s1

Upstream product

• 5523-49-9 Methyl <12bS-(2α,12bα)>-2-<(E/Z)-1,2,6,7,12,12b-hexahydro-1-(hydroxymethyl)prop-1-enyl>indolo<2,3-a>quinolizine-3-carboxylate 
• 10052-60-5 N-<β-Indolyl-3-ethyl>-3-t-butyloxycarbonylpyridiniumbromid 
• 114184-86-0 Methyl <12bS-(2α,12bα)>-1,2,6,7,12,12b-hexahydro-2-<(E/Z)-1-(methoxycarbonyl)prop-1-enyl>indolo<2,3-a>quinolizine-3-carboxylate 
• 135866-36-3 tert-Butyl <12bS-(2α,12bα)>-1,2,6,7,12,12b-hexahydro-2-<(E/Z)-1-(methoxycarbonyl)prop-1-enyl>indolo<2,3-a>quinolizine-3-carboxylate 
• 135887-52-4 tert-Butyl <12bS-(2α,12bα)>-1,2,6,7,12,12b-hexahydro-2-<(1R,2R)-2-hydroxy-1-(methoxycarbonyl)propyl>indolo<2,3-a>quinolizine-3-carboxylate 
• 135887-53-5 tert-Butyl <12bS-(2α,12bα)>-2-<(1R,2R)-2-acetoxy-1-(methoxycarbonyl)propyl>-1,2,6,7,12,12b-hexahydroindolo<2,3-a>quinolizine-3-carboxylate 
• 135887-51-3 tert-Butyl <12bS-(2α,12bα)>-2-<(5R)-2-tert-butyl-4-methyl-6-oxo-1,3-dioxan-5-yl>-1,2,6,7,12,12b-hexahydroindolo<2,3-a>quinolizine-3-carboxylate 
• 5523-49-9 dihydrovallesiachotamine 
• 4695-86-7 3-methoxycarbonyl-1-[2-(3-indolyl)ethyl]pyridinium bromide 
• 114197-78-3 ethyl 18,19-didehydro-19,20-dihydrovallesiachotamate 
• 114184-92-8 ethyl 18,19-didehydro-19,20-dihydro-18,18-bis(ethylthio)vallesiachotamate 
• 93862-67-0 ethyl vallesiachotamate 
• 93862-65-8 (2R,12bS)-2-(Ethoxycarbonyl-trimethylsilanyl-methyl)-1,2,6,7,12,12b-hexahydro-indolo[2,3-a]quinolizine-3-carboxylic acid methyl ester 
• 19456-89-4 strictosidine 

Downstream Products

• 5545-94-8 (11aS,12aS)-11-Eth-(Z)-ylidene-5,6,7,7a,10,11,11a,12,12a,13-decahydro-9-oxa-6a,13-diaza-indeno[2,1-a]anthracen-8-one 
• 5523-49-9 dihydrovallesiachotamine 
• 5552-25-0 tetrahydrovallesiachotamine 
• 5552-25-0 tetrahydrovallesiachotamine 

Relevant articles and documents

Bacterial biotransformation of 3α(S)-strictosidine to the monoterpenoid indole alkaloid vallesiachotamine

3α(S)-Strictosidine produced by heterologously expressed strictosidme synthase from Rauwolfia serpentina was used in biotransformation experiments with a series of 22 bacterial strains.All strains tested were found to deglucosylate and rearrange the alkaloid to vallesiachotamine, thereby providing an example of how gene technology and microbial biotransformation can be combined for the biotechnological production of alkaloidal natural products. - Keywords: Rauwolfia serpentina, Spodoptera frugiperda, baculovirus, strictosidine synthase, vallesiachotamine.

Addition von chiralen Nucleophilen an Pyridiniumverbindungen; Totalsynthese von (-)-Isovallesiachotamin und (+)-Vallesiachotamin

-

Totalsynthese des Indolalkaloids Vallesiachotamin

-