53055-01-9

Basic information

• Product Name: 11-hydroxyaporphine
• Synonyms: 11-hydroxyaporphine
• CAS NO: 53055-01-9
• Molecular Formula: C17H17 N O . Br H
• Molecular Weight: 0
• Mol File: 53055-01-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 433.6°Cat760mmHg
• Flash Point: 236.2°C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 3.99E-08mmHg at 25°C
• CAS DataBase Reference: 11-hydroxyaporphine(CAS DataBase Reference)
• NIST Chemistry Reference: 11-hydroxyaporphine(53055-01-9)
• EPA Substance Registry System: 11-hydroxyaporphine(53055-01-9)

Safety Data

• Hazardous Substances Data: 53055-01-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C17H17NO.BrH/c1-18-9-8-11-4-2-6-13-16(11)14(18)10-12-5-3-7-15(19)17(12)13;/h2-7,14,19H,8-10H2,1H3;1H

Upstream product

• 213390-14-8 Trifluoro-methanesulfonic acid (R)-11-tert-butoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-10-yl ester 
• 84156-35-4 (R)-10,11-(isopropylidenyldioxy)aporphine 
• 213390-13-7 (R)-11-tert-Butoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-10-ol 
• 58-00-4 apomorphin 
• 213390-15-9 (R)-11-tert-Butoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline 
• 83207-97-0 (R)-(-)-11-methoxyaporphine hydrochloride 
• 121617-59-2 (R)-(-)-11-methoxyaporphine 
• 123675-06-9 6a,7-dehydro-11-methoxyaporphine 
• 123749-85-9 (+/-)-11-methoxyaporphine 
• 123675-04-7 (S)-(+)-11-methoxyaporphine 

Relevant articles and documents

Preparation of (R)-11-hydroxyaporphine directly from (R)-10,11- dihydroxyaporphine ((R)-apomorphine)

A Regioselective synthesis of (R)-11-hydroxyaporphine 2 directly from (R)-10,11-dihydroxyaporphine ((R)-apomorphine, 1) is described for the first time. The isopropylidene ketal ring of 10,11-(isopropyl-idenyldioxy)aporphine 5 obtained by the isopropylidenation of apomorphine was regioselectively opened by ten equivalents of trimethylaluminum to give (R)-10-hydroxy-11- tert-butyloxyaporphine 6. The free 10-hydroxyl position of 6 was triflated with N-phenyltrifluoromethanesulfonimide and potassium carbonate under reflux to give (R)-10-[(trifluoromethyl)sulfonyloxy]-11-tert-butyloxyaporphine 7. The reduced product, 11-tert-butyloxyaporphine 8 was prepared from 7 by a palladium-catalyzed hydrogenolysis. The ether cleavage of (R)-11-tert- butyloxyaporphine with 48% hydrobromic acid afforded the desired (R)-11- hydroxyaporphine 2 in good yield.

Aporphines. 42. Synthesis of (R)-(-)-11-Hydroxyaporphines from Morphine

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