50896-90-7

Upstream product

• 13074-31-2 Tetrahydropapaverine 
• 104713-02-2 (R)-1-<(3,4-Dimethoxyphenyl)methyl>-2-formyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 
• 860-24-2 (R)-2-Acetyl-1-<(3,4-dimethoxyphenyl)methyl>-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 
• 102922-34-9 2-[(4S)-4,5-dihydro-4-(1-methylethyl)-2-oxazolyl]-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 
• 7306-46-9 4-chloromethyl-1,2-dimethoxy-benzene 
• 109717-73-9 (S)-3,4-dimethoxyphenyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl-methanol 
• 6957-27-3 3,4-dihydropapaverine 
• 3382-18-1 6,7-dimethoxy-3,4-dihydro-isoquinoline 
• 1210-57-7 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-1-carbonitrile 
• 4302-52-7 4-ethynylveratrole 
• 13230-71-2 N-[2-(3,4-dimethoxyphenyl)ethyl]-2,2,2-trifluoroacetamide 
• 120-20-7 2-(3,4-dimethoxyphenyl)-ethylamine 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 863132-17-6 (3,4-dimethoxy-phenylethynyl)-trimethyl-silane 

Downstream Products

• 96624-22-5 (R)-(-)-1-tetrahydropapaverin-2'-yl-4,7-dioxa-3,8-dioxodec-9-ene 
• 64229-33-0 N,N'-4,7-dioxa-3,8-dioxodecylene-1,10-diyl-bis-(R)-(-)-tetrahydropapaverine 
• 64228-84-8 N,N'-4,10-dioxa-3,11-dioxotridecylene-1,13-diyl-bis-(R)-(-)-tetrahydropapaverine 
• 173677-08-2 9-[(R)-1-(3,4-Dimethoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-nonan-1-ol 
• 173677-09-3 11-[(R)-1-(3,4-Dimethoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-undecan-1-ol 
• 173677-05-9 Acrylic acid 6-{3-[(R)-1-(3,4-dimethoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-propionyloxy}-hexyl ester 
• 85-63-2 (R)-laudanosine 
• 123355-84-0 (R)-1-(3',4'-dimethoxyphenethyl)-2-methyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 
• 64229-38-5 (RS)/meso-N,N'-4,7-dioxa-3,8-dioxodecylene-1,10-diyl-bis-tetrahydropapaverine 
• 54417-53-7 (R)-tetrahydropapaverine hydrochloride 
• 1075726-79-2 (1R)-1-[(3,4-dimethoxyphenyl)-methyl]-1,2,3,4-tetrahydro-6,7-dimethoxy-2-benzyloxycarbonylethyl-isoquinoline oxalate 
• 64228-81-5 cisatracurium besylate 
• 6957-27-3 3,4-dihydropapaverine 
• 4747-98-2 S-(-)-Norlaudanosine 

Relevant academic research and scientific papers

Method for synthesizing cisatracurium besilate

The invention discloses a method for synthesizing cisatracurium besilate. The method comprises the following steps of: reacting a compound shown as formula I, a compound shown as formula II and oxalicacid dihydrate to generate a compound shown as formula III; reacting the compound shown as formula III under the catalysis of Pd/C to generate a compound shown as formula IV; reacting the compound shown as formula IV with 1, 5-pentanediol to generate a compound shown as formula V; and reacting the compound shown as formula V with methyl benzenesulfonate to prepare cisatracurium besilate; whereinthe compounds shown as the formula I, the formula II, the formula III, the formula IV and the formula V are respectively represented as the specification. The synthesis method provided by the invention can significantly improve the yield and purity of cisatracurium besilate and reduce the synthesis cost of cisatracurium besilate.

Preparation method of benzyl tetrahydro isoquinoline compound

The invention relates to a preparation method of a benzyl tetrahydro isoquinoline compound. The preparation method is characterized by including: adding specific chiral organic acid into a mixture containing a compound as shown in formula (I) to form salt. The preparation method has the advantages that high product yield is guaranteed while the chemical purity and optical purity of the product areincreased greatly, the total yield increasing and product quality control in the synthesizing process of a mivacurium chloride or cisatracurium besilate finished product are benefited, a powerful guarantee is provided for the safety and effectiveness of finished-product medicine, and the method is suitable for industrial production.

Synthesis of Tetrahydroisoquinoline Alkaloids and Related Compounds through the Alkylation of Anodically Prepared α-Amino Nitriles

α-Amino nitrile 2a was conveniently prepared in two individual steps from chiral hexafluorophosphate salt isoquinolinium (-)-8b including anodic cyanation as an efficient means to activate the sp3 C1-H bond of the THIQ nucleus. The lithiation o

PROCESS FOR THE RESOLUTION OF ISOQUINOLINE DERIVATIVES

A process for the resolution of racemic tetrahydropapaverine with optically active arylpropionic acids is described.

PROCESS FOR THE RESOLUTION OF ISOQUINOLINE DERIVATIVES

A process for the resolution of racemic tetrahydropapaverine with optically active arylpropionic acids is described.

Synthesis of (-)-(S)-norlaudanosine, (+)-(R)-O,O-dimethylcoclaurine, and (+)-(R)-salsolidine by alkylation of an α-aminonitrile

A short asymmetric synthesis of 1-substituted 1,2,3,4- tetrahydroisoquinoline alkaloids by deprotonation of an unprotected α-aminonitrile and alkylation of the resulting carbanion followed by spontaneous elimination of HCN and asymmetric reduction is described. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.

Enantioselective synthesis of (+)-(S)-laudanosine and (-)-(S)-xylopinine

The study presents a new pathway for the enantioselective synthesis of benzylisoquinoline alkaloids. The key steps of the synthesis of (+)-(S)-laudanosine (1) and (-)-(S)-xylopinine (2) are a Sonogashira coupling that builds up the C1-C8a bond of the benzylisoquinoline skeleton, an intramolecular Ti-catalyzed hydroamination of an alkyne, and a subsequent enantioselective imine reduction according to Noyori's protocol.

A novel straightforward synthesis of enantiopure tetrahydroisoquinoline alkaloids

A novel, direct, and high-yielding stereoselective method for enantiopure 1-substituted tetrahydroisoquinolines (THIQ) is described. The successful approach, which creates the stereocenter during the formation of the THIQ nucleus is based on (i) formation of chiral 2,3-substituted perhydro-1,3-benzoxazines derived from (-)-8-aminomenthol, (ii) diastereoselective intramolecular ring opening of the N,O-acetal moiety by an arylmetal generated from the substituent at the nitrogen atom in the perhydrobenzoxazine ring, and (iii) removal of the chiral auxiliary appendage. The starting perhydrobenzoxazines are easily prepared from (-)-8-aminomenthol and two different aldehydes, and the intramolecular opening is stereospecific, leading to a single stereoisomer. The method allows the preparation of a wide variety of enantiopure 1-substituted THIQ, with different substituents at C-1, by changing the nature of the starting aldehydes.

Preparation of R-(+)-3,4-dimethoxybenzyl 2-methoxy-1-naphthyl sulfoxide and diastereoselective addition of lithiated anion of this reagent to cyclic nitrone. Asymmetric synthesis of optical pure isoquinoline alkaloids

The addition of the lithium carbanion of (R)-(+)-3,4-dimethoxybenzyl 2-methoxy-1-naphthyl sulfoxide 3 to cyclic nitrone 4, under kinetically controlled conditions gave isoquinoline sulfoxide derivatives 5 and 6 in high diastereoselectivities. Under equilibrium controlled conditions poor diastereoselectivity results. The chiral (R)-(+)-3,4-dimethoxybenzyl 2-methoxy-1-naphthyl sulfoxide 3 was easily prepared by the reaction of 3,4-dimethoxybenzylmagnesium chloride 2 with (-)-(S) menthyl 2-methoxy-naphthalene sulfinate 1 in dry benzene. This methodology allows for the synthesis of the isoquinoline alkaloid (R)-(-)-norlaudanosine 8 in three efficient synthetic steps.

Enantioselective catalytic reduction of dihydroisoquinoline derivatives

Thiazazincolidine complexes, 2, were shown to be excellent catalysts for enantioselective reduction of dihydroisoquinolines 1 with BH3 · THF to the corresponding amines in good ee.