• Name

  Tetrahydricheilanthifolinium

• EINECS
• CAS No. 38691-95-1
• Article Data1
• CAS DataBase
• Density g/cm³
• Solubility
• Melting Point
• Formula C₁₉H₁₆NO₄+
• Boiling Point °Cat760mmHg
• Molecular Weight 322.34
• Flash Point °C
• Transport Information
• Appearance
• Safety
• Risk Codes
• Molecular Structure
• Hazard Symbols
• Synonyms Benzo(a)-1,3-benzodioxolo(4,5-g)quinolizinium,11,12-dihydro-9-hydroxy-8-methoxy;
• PSA 49.20000
• LogP 1.09870

Synthetic route

C27H25NO6

38691-95-1

dehydrocheilanthifoline

Conditions

Conditions	Yield
Stage #1: C27H25NO6 With methanesulfonyl chloride; triethylamine In dichloromethane at 20℃; for 6h; Stage #2: With trifluoroacetic acid In dichloromethane at 20℃; for 2h;	82%

C9H6ClNO2

38691-95-1

dehydrocheilanthifoline

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: potassium carbonate / dimethyl sulfoxide / 90 °C / Inert atmosphere 2.1: sodium carbonate; tris-(dibenzylideneacetone)dipalladium(0); XPhos / toluene; ethanol / 12 h / 110 °C / Inert atmosphere 3.1: triethylamine; methanesulfonyl chloride / dichloromethane / 6 h / 20 °C 3.2: 2 h / 20 °C View Scheme

7-chloro-[1,3]dioxolo[4,5-h]isoquinoline

38691-95-1

dehydrocheilanthifoline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sodium carbonate; tris-(dibenzylideneacetone)dipalladium(0); XPhos / toluene; ethanol / 12 h / 110 °C / Inert atmosphere 2.1: triethylamine; methanesulfonyl chloride / dichloromethane / 6 h / 20 °C 2.2: 2 h / 20 °C View Scheme

C10H8ClNO2

38691-95-1

dehydrocheilanthifoline

Conditions

Conditions

Yield

Multi-step reaction with 4 steps 1.1: boron tribromide / dichloromethane / 2 h / -78 - -30 °C / Inert atmosphere 2.1: potassium carbonate / dimethyl sulfoxide / 90 °C / Inert atmosphere 3.1: sodium carbonate; tris-(dibenzylideneacetone)dipalladium(0); XPhos / toluene; ethanol / 12 h / 110 °C / Inert atmosphere 4.1: triethylamine; methanesulfonyl chloride / dichloromethane / 6 h / 20 °C 4.2: 2 h / 20 °C View Scheme

133-89-1

UDP-glucose

38691-95-1

dehydrocheilanthifoline

C25H26NO9(1+)

Conditions

Conditions	Yield
With Carthamus tinctorius UGT71AE1 In aq. buffer at 30℃; pH=7.4; Reagent/catalyst; Enzymatic reaction;

133-89-1

UDP-glucose

38691-95-1

dehydrocheilanthifoline

7,8-dihydrogroenlandicine 3-O-β-D-glucopyranoside

Conditions

Conditions	Yield
With Carthamus tinctorius UGT71AE1 In dimethyl sulfoxide at 30℃; pH=7.4; Enzymatic reaction;