80907-82-0

Basic information

• Product Name: 1-<3,5-bis(benzyloxy)benzyl>-6-methoxy-3,4-dihydroisoquinoline hydrochloride
• Synonyms: 1-<3,5-bis(benzyloxy)benzyl>-6-methoxy-3,4-dihydroisoquinoline hydrochloride
• CAS NO: 80907-82-0
• Molecular Weight: 500.037
• Mol File: 80907-82-0.mol

Chemical Properties

• CAS DataBase Reference: 1-<3,5-bis(benzyloxy)benzyl>-6-methoxy-3,4-dihydroisoquinoline hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: 1-<3,5-bis(benzyloxy)benzyl>-6-methoxy-3,4-dihydroisoquinoline hydrochloride(80907-82-0)
• EPA Substance Registry System: 1-<3,5-bis(benzyloxy)benzyl>-6-methoxy-3,4-dihydroisoquinoline hydrochloride(80907-82-0)

Safety Data

• Hazardous Substances Data: 80907-82-0(Hazardous Substances Data)

Upstream product

• 80907-81-9 N-(3-methoxyphenethyl)-2-<3,5-bis(benzyloxy)phenyl>acetamide 
• 19924-43-7 3-methoxyphenylacetonitrile 
• 2039-67-0 2-(3-methoxyphenyl)-1-ethanamine 

Downstream Products

• 76787-06-9 1-(3',5'-dihydroxybenzyl)-6-methoxy-1,2,3,4,5,8-hexahydroisoquinoline 

Relevant articles and documents

Total Synthesis of (+/-)-3-Deoxy-7,8-dihydromorphinone

The total synthesis of (+/-)-3-deoxy-7,8-dihydromorphinone (1), starting from readily available acetic acid (4) is described.The amide 6, obtained from acid 4 and m-methoxyphenethylamine was converted by Bischler-Napieralski cyclization to the dihydroisoquinoline hydrochloride 7.Birch reduction of 7 gave the dihydroxydihydroanisole 8, which was acid cyclized in situ and then converted to (+/-)-2,4-bis-17-(methoxycarbonyl)morphinan-6-one (10).The conversion of 7 to 10 was carried out without isolation of intermediates.Hydrolysis with THF/Et2NH gave the 4-hydroxy compound 14.Reaction of 14 with cupric bromide followed by treatment with NaOH/CHCl3 and hydrolysis gave 4,5-epoxy-2-hydroxymorphinan-6-one (16).The 2-oxygen function was removed by Li/NH3 reduction of the phosphate ester 18 obtained by acylation of the ketal 17 with diethyl chlorophosphate.LAH reduction of the ketal 19 followed by acid hydrolysis gave the title compound (+/-)-3-deoxy-7,8-dihydromorphinone (1) in an overall yield (from 4) of 27percent.