ethyl 2-benzyl-1,2,3,4-tetrahydroisoquinoline-1-carboxylate

Base Information

• Chemical Name: ethyl 2-benzyl-1,2,3,4-tetrahydroisoquinoline-1-carboxylate
• CAS No.: 1085539-18-9
• Molecular Formula: C₁₉H₂₁NO₂
• Molecular Weight: 295.381
• Mol file: 1085539-18-9.mol

Synonyms:ethyl 2-benzyl-1,2,3,4-tetrahydroisoquinoline-1-carboxylate

Chemical Property of ethyl 2-benzyl-1,2,3,4-tetrahydroisoquinoline-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 2-benzyl-1,2,3,4-tetrahydroisoquinoline-1-carboxylate

There total 1 articles about ethyl 2-benzyl-1,2,3,4-tetrahydroisoquinoline-1-carboxylate 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: 33.0%

benzaldehyde (100-52-7) + 1,2,3,4-tetrahydro-1-isoquinolinecarboxylic acid, ethyl ester, hydrochloride (103733-33-1) → ethyl 2-benzyl-1,2,3,4-tetrahydroisoquinoline-1-carboxylate (1085539-18-9)

Guidance literature:

With sodium tris(acetoxy)borohydride; acetic acid; at 4 - 20 ℃; for 15h;

DOI:10.1016/j.bmc.2015.05.030

Reference yield: 99.0%

ethyl 2-benzyl-1,2,3,4-tetrahydroisoquinoline-1-carboxylate (1085539-18-9) + tert-butyldimethylsilyl chloride (18162-48-6) → 2-benzyl-1-[(tert-butyldimethylsilyloxy)(ethoxy)methylene]-1,2,3,4-tetrahydroisoquinoline

Guidance literature:

ethyl 2-benzyl-1,2,3,4-tetrahydroisoquinoline-1-carboxylate; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 0.333333h; Inert atmosphere;

tert-butyldimethylsilyl chloride; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 9h; Inert atmosphere;

DOI:10.1002/jhet.4211

Reference yield: 67.0%

ethyl 2-benzyl-1,2,3,4-tetrahydroisoquinoline-1-carboxylate (1085539-18-9) + methyllithium (917-54-4) → 2-(2-benzyl-1,2,3,4-tetrahydroisoquinolin-1-yl)propan-2-ol (1085539-17-8)

Guidance literature:

In tetrahydrofuran; hexane; at -78 - 0 ℃; for 3h; Inert atmosphere;

DOI:10.1016/j.bmc.2015.05.030

upstream raw materials:

benzaldehyde

1,2,3,4-tetrahydro-1-isoquinolinecarboxylic acid, ethyl ester, hydrochloride

Downstream raw materials:

2-(2-benzyl-1,2,3,4-tetrahydroisoquinolin-1-yl)propan-2-ol

2-benzyl-1-(2-methoxypropan-2-yl)-1,2,3,4-tetrahydroisoquinoline