R-Tetrahydropapaverine N-acetyl-L-Leucinate

Base Information

• Chemical Name: R-Tetrahydropapaverine N-acetyl-L-Leucinate
• CAS No.: 141109-12-8
• Molecular Formula: C₈H₁₅NO₃*C₂₀H₂₅NO₄
• Molecular Weight: 516.635
• Hs Code.: 2939190090
• Mol file: 141109-12-8.mol

Synonyms:(R)-1-[(3,4-dimethoxyphenyl)methyl]-1,2,3,4-tetrahydro-6,7-dimethoxyisoquinoline N-acetyl-L-leucine;

Chemical Property of R-Tetrahydropapaverine N-acetyl-L-Leucinate

Chemical Property:

• PSA: 115.35000
• LogP: 4.49200

Purity/Quality:

98% ^*data from raw suppliers

R-Tetrahydropapaverine N-acetyl-L-leucinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: R-Tetrahydropapaverine N-Acetyl-L-leucinate is an intermediate used in the preparation of muscle rellaxant atracurium besylate. it also functions as a useful intermediate in several other organic processes.

Technology Process of R-Tetrahydropapaverine N-acetyl-L-Leucinate

There total 4 articles about R-Tetrahydropapaverine N-acetyl-L-Leucinate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 83.0%

N-Ac-Leu (1188-21-2) + S-(-)-Norlaudanosine (4747-98-2) → (S)-(-)-norlaudanosine (-)-N-acetyl-L-leucine (50720-57-5,141109-12-8)

Guidance literature:

In methanol; diethyl ether; at -20 ℃; for 12h; stereoselective reaction;

DOI:10.1021/acs.joc.6b01419

Reference yield:

N-Ac-Leu (1188-21-2) + 1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride (6429-04-5,66820-84-6) → (R)-tetrahydropapaverine N-acetyl-L-leucine salt (141109-12-8) + (S)-(-)-norlaudanosine (-)-N-acetyl-L-leucine (50720-57-5,141109-12-8)

Guidance literature:

With ammonium hydroxide; In water; at 60 ℃; for 1h; pH=8 - 9; pH-value; Temperature; Reagent/catalyst;

Reference yield:

N-Ac-Leu (1188-21-2) + 1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride (6429-04-5,66820-84-6) → (R)-tetrahydropapaverine N-acetyl-L-leucine salt (141109-12-8) + (S)-(-)-norlaudanosine (-)-N-acetyl-L-leucine (50720-57-5,141109-12-8)

Guidance literature:

With ammonium hydroxide; In water; at 60 ℃; for 1h; pH=8 - 9; pH-value; Temperature; Reagent/catalyst;

upstream raw materials:

N-Ac-Leu

S-(-)-Norlaudanosine

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

N-acetyl-D-leucine

Downstream raw materials:

(S)-(-)-norcoralydine

(1R,2R)-2-(2-carboxyethyl)-1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolinium besylate

(1R)-1-[(3,4-dimethoxyphenyl)-methyl]-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methoxycarbonylethyl-isoquinoline oxalate

Refernces

• 1、 Benmekhbi, Lotfi,Louafi, Fadila,Roisnel, Thierry,Hurvois, Jean-Pierre. "Synthesis of Tetrahydroisoquinoline Alkaloids and Related Compounds through the Alkylation of Anodically Prepared α-Amino Nitriles". . p. 6721 - 6739. Retrieved 2016/08/16.