5-amino-3,4-dihydroisoquinoline-2(H)-carboxylic acid benzyl ester ester

Base Information

• Chemical Name: 5-amino-3,4-dihydroisoquinoline-2(H)-carboxylic acid benzyl ester ester
• CAS No.: 123594-07-0
• Molecular Formula: C₁₇H₁₈N₂O₂
• Molecular Weight: 282.342
• Mol file: 123594-07-0.mol

Synonyms:5-amino-3,4-dihydroisoquinoline-2(H)-carboxylic acid benzyl ester ester

Chemical Property of 5-amino-3,4-dihydroisoquinoline-2(H)-carboxylic acid benzyl ester ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 5-amino-3,4-dihydroisoquinoline-2(H)-carboxylic acid benzyl ester ester

There total 4 articles about 5-amino-3,4-dihydroisoquinoline-2(H)-carboxylic acid benzyl ester ester 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: 97.0%

5-Nitro-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester (123594-06-9) → 5-amino-3,4-dihydroisoquinoline-2(H)-carboxylic acid benzyl ester ester (123594-07-0)

Guidance literature:

With hydrogenchloride; tin(ll) chloride; In acetic acid; for 48h; Ambient temperature;

DOI:10.1021/jm00164a021

Reference yield:

1,2,3,4-tetrahydroisoquinolin-5-amine (115955-90-3) + N-(Benzyloxycarbonyloxy)succinimide (13139-17-8) → 5-amino-3,4-dihydroisoquinoline-2(H)-carboxylic acid benzyl ester ester (123594-07-0)

Guidance literature:

In dichloromethane; at 0 - 20 ℃; for 8h;

Reference yield:

5-nitro-1,2,3,4-tetrahydroisoquinoline (41959-45-9) → 5-amino-3,4-dihydroisoquinoline-2(H)-carboxylic acid benzyl ester ester (123594-07-0)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. K₂CO₃ / ethyl acetate

2: 97 percent / stannous chloride dihydrate, 10percent HCl / acetic acid / 48 h / Ambient temperature

With hydrogenchloride; potassium carbonate; tin(ll) chloride; In acetic acid; ethyl acetate;

DOI:10.1021/jm00164a021

upstream raw materials:

5-Nitro-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester

1,2,3,4-tetrahydroisoquinolin-5-amine

N-(Benzyloxycarbonyloxy)succinimide

5-nitro-1,2,3,4-tetrahydroisoquinoline

Downstream raw materials:

5-Fluoro-1,2,3,4-tetrahydroisoquinoline

N-(carbobenzyloxy)-5-fluoro-1,2,3,4-tetrahydroisoquinoline

Refernces

• 1、 Clark,Berger,Garg,Weinhardt,Spedding,Kilpatrick,Brown,MacKinnon. "Affinity of 2-(tetrahydroisoquinolin-2-methyl)- and 2-(isoindolin-2-ylmethyl)imidazolines for α-adrenoceptors. Differential affinity of imidazolines for the [3H]idazoxan-labeled α2-adrenoceptor vs the [3H]yohimbine-labeled site". . p. 596 - 600. Retrieved 2007/10/02.