1075726-71-4

Usage

Uses

(R)-tert-Butyl-N-butanoate Norlaudanosine Oxalate is an intermediate in the synthesis of cisatracurium.

Upstream product

• 1663-39-4 tert-Butyl acrylate 
• 141109-12-8 (R)-tetrahydropapaverine N-acetyl-L-leucine salt 
• 144-62-7 oxalic acid 
• 54417-53-7 (R)-tetrahydropapaverine hydrochloride 

Downstream Products

• 1075726-83-8 (1R-cis)-1-[(3,4-dimethoxyphenyl)methyl]-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-2-tert-butoxycarbonylethyl-isoquinolinium iodide 
• 1075727-02-4 (1R-trans)-1-[(3,4-dimethoxyphenyl)methyl]-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-2-tert-butoxycarbonylethyl-isoquinolinium besylate 
• 1075727-00-2 (1R-cis)-1-[(3,4-dimethoxyphenyl)methyl]-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-2-tert-butoxycarbonylethyl-isoquinolinium besylate 
• 64228-78-0 N,N'-4,10-dioxa-3,11-dioxotridecylene-1,13-diyl-bis-(R)-(-)-tetrahydropapaverine dioxalate 

Relevant academic research and scientific papers

Preparation method of cisatracurium besilate intermediate

The invention discloses a preparation method of a cisatracurium besilate intermediate. The method comprises the following steps: adding an alkali into a compound III for dissociation, reacting with tert-butyl acrylate under the catalysis of acetic acid, and adding oxalic acid for salifying to obtain a compound shown as formula VI; adding an alkali into the compound VI for dissociation; salifyingin the presence of excessive benzenesulfonic acid, then hydrolyzing tert-butyl ester in an obtained product into carboxylic acid under heating conditions to obtain a compound as shown in formula VII,then performing esterification reaction with 1, 5-pentanediol in situ to generate an esterification product, washing the excessive compound as shown in formula VII with water, adding an alkali for alkalization, and salifying with oxalic acid to obtain an intermediate as shown in formula IV. The obtained finished product is high in yield and high in purity, the finished product can be directly added into a last step of reaction of cisatracurium besilate without refining to finally prepare cisatracurium besilate, after-treatment is simple, and industrial production is easy.

Preparation method of cisatracurium besilate intermediate R, R'-cis-ester

The invention discloses a preparation method of cisatracurium besilate intermediate R, R'-cis-ester. The stereoconfiguration of the R, R'-cis-ester is consistent with that of a target product cisatracurium besilate, main process impurities and degradation products are basically consistent with research impurities of a target product cisatracurium besilate, a perfect quality control method is established and comprises the steps that diastereoisomers and S-isomers are controlled, the problems of chiral center formation and chiral conversion do not exist in the subsequent production process, splitting is not needed, the content of the isomers in the finished product is controlled from the source, and the chirality of the final product cisatracurium besilate is guaranteed; and when the base poison material methyl benzenesulfonate is moved forwards to the synthesis of R, R'-cis-ester, so that the residual risk in the target product is greatly reduced, and the clinical use is safer and morereliable.

PROCESS FOR PRODUCING CISATRACURIUM COMPOUNDS AND ASSOCIATED INTERMEDIATES

The present invention provides processes for producing isoquinolinium compounds, and for converting them into cisatracurium salts, e.g., cisatracurium besylate

NOVEL ISOQUINOLINIUM COMPOUNDS USEFUL IN THE PREPARATION OF CISATRACURIUM AND ASSOCIATED INTERMEDIATES

The present invention provides novel isoquinolinium compounds, methods of producing the isoquinolinium compounds, and methods for converting them into cisatracurium, e.g., cisatracurium besylate. The isoquinolinium compounds of the present invention can be obtained in the form of solids, which can be purified using simple techniques and can be used to afford pure cisatracurium besylate without HPLC purification