860-23-1

Basic information

• Product Name: N-Acetylnorlaudanosine
• Synonyms: N-Acetylnorlaudanosine
• CAS NO: 860-23-1
• Molecular Formula: C22H27NO5
• Molecular Weight: 385.45348
• Mol File: 860-23-1.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 548.5±50.0 °C(Predicted)
• Appearance: /
• Density: 1.157±0.06 g/cm3(Predicted)
• PKA: -1.05±0.40(Predicted)
• CAS DataBase Reference: N-Acetylnorlaudanosine(CAS DataBase Reference)
• NIST Chemistry Reference: N-Acetylnorlaudanosine(860-23-1)
• EPA Substance Registry System: N-Acetylnorlaudanosine(860-23-1)

Safety Data

• Hazardous Substances Data: 860-23-1(Hazardous Substances Data)

Upstream product

• 108-24-7 acetic anhydride 
• 13074-31-2 Tetrahydropapaverine 
• 269407-38-7 10b-(3,4-dimethoxybenzyl)-8,9-dimethoxy-6,10b-dihydro-5H-thiazolo[2,3-a]isoquinolin-3-one 
• 340829-03-0 N-(2-{2-[2-(3,4-dimethoxy-phenyl)-vinyl]-4,5-dimethoxy-phenyl}-ethyl)-acetamide 
• 93-40-3 (3,4-Dimethoxyphenyl)acetic acid 
• 139-76-4 N-(3,4-dimethoxyphenethyl)-2-(3,4-dimethoxyphenyl)acetamide 
• 10313-60-7 3,4-dimethoxyphenylacetyl chloride 
• 72527-19-6 2-(3,4-dimethoxyphenyl)-N-[2-(3,4-dimethoxyphenyl)ethyl]thioacetamide 
• 17366-51-7 (Z)-2-Acetyl-1-<(3,4-dimethoxyphenyl)methylene>-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 
• 6957-27-3 3,4-dihydropapaverine 
• 36840-85-4 pentamethylene 1,5-diacrylate 
• 876290-45-8 (R)-tetrahydropapaverine-N-acetyl-D-leucine salt 
• 144-62-7 oxalic acid 

Relevant articles and documents

NOVEL PROCESS FOR THE PREPARATION OF CISATRACURIUM BESYLATE

The present invention is related to a novel process for the preparation of cisatracurium besylate, more particularly optically and geometrically pure cisatracurium besylate in large scale.

A one-pot bicycloannulation method for the synthesis of tetrahydroisoquinoline systems

A highly effective method for the synthesis of the core indolo[2,3- α]quinolizidine skeleton found in yohimbine is described. The reaction of N- monosubstituted thioamides with bromoalkenoyl chlorides furnishes thioisomunchnones as transient 1,3-dipoles that undergo ready intramolecular cycloaddition across the tethered π-bond to give thio-bicycloannulated products in a one-pot operation. The stereochemical outcome of the intramolecular reaction is the consequence of an endo cycloaddition of the neighboring π-bond across the transient thioisomunchnone dipole. A major limitation of the method is that when a hydrogen is present in the α- position of the thioamide the initially formed thio-N-acyliminium ion undergoes proton loss to produce a S,N-ketene acetal at a faster rate than dipole formation. Treatment of tetrahydro-β-carboline-1-thione with 2- bromooct-7-enoyl chloride followed by reductive removal of sulfur from the cycloadduct resulted in the formation of (±)-alloyohimbanone. Attempts to cycloadd the thioisomunchnone dipole across several nucleophilic π-bonds failed, and instead, products derived from cyclization of the π-bond onto the initially formed thio-N-acyliminium ion were formed. The resulting N,S- ketals were further converted into several tetrahydroisoquinoline alkaloids in good yield.

Asymmetric Synthesis of Isoquinoline Alkaloids by Homogeneous Catalysis

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