N^α-{2-[4-(4-hydroxyphenyl)butyryl]-L-1,2,3,4-tetrahydro-3-carboxy-3-isoquinolinyl}-L-arginine

Base Information

• Chemical Name: N^α-{2-[4-(4-hydroxyphenyl)butyryl]-L-1,2,3,4-tetrahydro-3-carboxy-3-isoquinolinyl}-L-arginine
• CAS No.: 88105-54-8
• Molecular Formula: C₂₆H₃₃N₅O₅
• Molecular Weight: 495.579

Synonyms:N^α-{2-[4-(4-hydroxyphenyl)butyryl]-L-1,2,3,4-tetrahydro-3-carboxy-3-isoquinolinyl}-L-arginine

Chemical Property of N^α-{2-[4-(4-hydroxyphenyl)butyryl]-L-1,2,3,4-tetrahydro-3-carboxy-3-isoquinolinyl}-L-arginine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of N^α-{2-[4-(4-hydroxyphenyl)butyryl]-L-1,2,3,4-tetrahydro-3-carboxy-3-isoquinolinyl}-L-arginine

There total 6 articles about N^α-{2-[4-(4-hydroxyphenyl)butyryl]-L-1,2,3,4-tetrahydro-3-carboxy-3-isoquinolinyl}-L-arginine 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:

Nα-<2-<4-(4-hydroxyphenyl)butyryl>-L-1,2,3,4-tetrahydro-3-carboxy-3-isoquinolinyl>-Nω-nitro-L-arginine → Nα-{2-[4-(4-hydroxyphenyl)butyryl]-L-1,2,3,4-tetrahydro-3-carboxy-3-isoquinolinyl}-L-arginine (88105-54-8)

Guidance literature:

With hydrogen; acetic acid; palladium on activated charcoal; In ethanol; under 3102.9 Torr; Yield given;

DOI:10.1021/jm00369a017

Reference yield:

4-(4-hydroxyphenyl)butanoic acid (7021-11-6) → Nα-{2-[4-(4-hydroxyphenyl)butyryl]-L-1,2,3,4-tetrahydro-3-carboxy-3-isoquinolinyl}-L-arginine (88105-54-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 100 percent / HOBt, NEM, DCC / tetrahydrofuran

2: 98 percent / 2.5 N NaOH / methanol / 25 °C

3: 94 percent / HOBt, NEM, DCC / tetrahydrofuran / pH 7.0-7.5

4: 2.5 N NaOH / methanol / 25 °C

5: H₂, AcOH / 10percent Pd/C / ethanol / 3102.9 Torr

With N-Ethylmaleimide; sodium hydroxide; hydrogen; benzotriazol-1-ol; acetic acid; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol;

DOI:10.1021/jm00369a017

Reference yield:

methyl 4-(4-hydroxyphenyl)butanoate (22320-10-1) → Nα-{2-[4-(4-hydroxyphenyl)butyryl]-L-1,2,3,4-tetrahydro-3-carboxy-3-isoquinolinyl}-L-arginine (88105-54-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 48percent HBr / acetic acid / Heating

2: 100 percent / HOBt, NEM, DCC / tetrahydrofuran

3: 98 percent / 2.5 N NaOH / methanol / 25 °C

4: 94 percent / HOBt, NEM, DCC / tetrahydrofuran / pH 7.0-7.5

5: 2.5 N NaOH / methanol / 25 °C

6: H₂, AcOH / 10percent Pd/C / ethanol / 3102.9 Torr

With N-Ethylmaleimide; sodium hydroxide; hydrogen bromide; hydrogen; benzotriazol-1-ol; acetic acid; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; acetic acid;

DOI:10.1021/jm00369a017

upstream raw materials:

4-(4-hydroxyphenyl)butanoic acid

methyl 4-(4-hydroxyphenyl)butanoate

N-<4-(4-hydroxyphenyl)butyryl>-L-3-carboxy-1,2,3,4-tetrahydro-2H-isoquinoline

N-<4-(4-hydroxyphenyl)butyryl>-L-3-carbethoxy-1,2,3,4-tetrahydro-2H-isoquinoline

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