(R)-1-Methyl-1,2,3,4-tetrahydroisoquinoline

Base Information

• Chemical Name: (R)-1-Methyl-1,2,3,4-tetrahydroisoquinoline
• CAS No.: 84010-66-2
• Molecular Formula: C10H13N
• Molecular Weight: 147.22
• Mol file: 84010-66-2.mol

Synonyms:(R)-1-methyl-1,2,3,4-tetrahydroisoquinoline;(R)-1,2,3,4-tetrahydro-1-methylisoquinoline;Isoquinoline, 1,2,3,4-tetrahydro-1-methyl-, (1R)-;1-methyl-1,2,3,4-tetrahydroisoquinoline;(1R)-1-methyl-1,2,3,4-tetrahydroisoquinoline;

Chemical Property of (R)-1-Methyl-1,2,3,4-tetrahydroisoquinoline

Chemical Property:

• PSA: 12.03000
• LogP: 2.22210
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

(R)-1-Methyl-1,2,3,4-tetrahydro-isoquinoline 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-1-Methyl-1,2,3,4-tetrahydroisoquinoline

There total 4 articles about (R)-1-Methyl-1,2,3,4-tetrahydroisoquinoline 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:

(R)-2-((S)-4-Isopropyl-4,5-dihydro-oxazol-2-yl)-1-methyl-1,2,3,4-tetrahydro-isoquinoline (102922-31-6) → (R)-1-methyl-1,2,3,4-tetrahydroisoquinoline (84010-66-2) + (S)-1-methyl-1,2,3,4-tetrahydroisoquinoline (64982-61-2) + (S)-valinol (2026-48-4,473-75-6)

Guidance literature:

With toluene-4-sulfonic acid; hydrazine hydrate; In ethanol; for 6h; Heating;

DOI:10.1021/ja00188a040

Reference yield:

(1E)-4-hydroxy-1-mesityl-4-methylpent-1-en-3-one (1346681-71-7) + 1-methyl-1,2,3,4-tetrahydroisoquinoline (4965-09-7) → (R)-1-methyl-1,2,3,4-tetrahydroisoquinoline (84010-66-2) + (S)-1-methyl-1,2,3,4-tetrahydroisoquinoline (64982-61-2) + (1S)-2-(3-mesitylpropanoyl)-1-methyl-1,2,3,4-tetrahydroisoquinoline (1346681-98-8) + (1R)-2-(3-mesitylpropanoyl)-1-methyl-1,2,3,4-tetrahydroisoquinoline

Guidance literature:

With 2-(2,4,6-trimethyl-phenyl)-2,5,6,7-tetrahydro-pyrrolo[2,1-c] [1,2,4]triazol-4-ylium perchlorate; (4aR,9aS)-4-hydroxy-4,4a,9,9a-tetrahydroindeno[2,1-b][1,4]oxazin-3(2H)-one; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 23 ℃; for 18h; optical yield given as %ee; enantioselective reaction; Inert atmosphere; Resolution of racemate;

DOI:10.1021/ja209472h

Reference yield:

2,5-dioxopyrrolidin-1-yl (R)-2-phenoxypropanoate + 1-methyl-1,2,3,4-tetrahydroisoquinoline (4965-09-7) → (R)-1-methyl-1,2,3,4-tetrahydroisoquinoline (84010-66-2) + (S)-1-methyl-1,2,3,4-tetrahydroisoquinoline (64982-61-2) + (R,R)-1-methyl-2-(2-phenoxypropanoyl)-1,2,3,4-tetrahydroisoquinoline + (R)-1-methyl-2-(2-phenoxypropanoyl)-1,2,3,4-tetrahydroisoquinoline

Guidance literature:

In toluene; for 24h; stereoselective reaction;

DOI:10.1039/d1ob02099d

upstream raw materials:

(R)-2-((S)-4-Isopropyl-4,5-dihydro-oxazol-2-yl)-1-methyl-1,2,3,4-tetrahydro-isoquinoline

(1E)-4-hydroxy-1-mesityl-4-methylpent-1-en-3-one

1-methyl-1,2,3,4-tetrahydroisoquinoline

Downstream raw materials:

Revaprazan hydrochloride

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