(S)-(-)-N-[4-(1-hydroxy)butyl]-2-(benzyloxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxamide

Base Information

• Chemical Name: (S)-(-)-N-[4-(1-hydroxy)butyl]-2-(benzyloxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxamide
• CAS No.: 600709-82-8
• Molecular Formula: C₂₂H₂₆N₂O₄
• Molecular Weight: 382.459
• Mol file: 600709-82-8.mol

Synonyms:(S)-(-)-N-[4-(1-hydroxy)butyl]-2-(benzyloxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxamide

Chemical Property of (S)-(-)-N-[4-(1-hydroxy)butyl]-2-(benzyloxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-(-)-N-[4-(1-hydroxy)butyl]-2-(benzyloxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxamide

There total 1 articles about (S)-(-)-N-[4-(1-hydroxy)butyl]-2-(benzyloxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxamide 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%

4-Aminobutanol (13325-10-5) + (S)-3,4-dihydro-1H-isoquinoline-2,3-dicarboxylic acid 2-benzyl ester (79261-58-8) → (S)-(-)-N-[4-(1-hydroxy)butyl]-2-(benzyloxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxamide (600709-82-8)

Guidance literature:

(S)-3,4-dihydro-1H-isoquinoline-2,3-dicarboxylic acid 2-benzyl ester; With 1-hydroxybenzotriazol-hydrate; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃;

4-Aminobutanol; In dichloromethane; at 20 ℃;

DOI:10.1021/jm0211220

Reference yield: 67.0%

(S)-(-)-N-[4-(1-hydroxy)butyl]-2-(benzyloxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxamide (600709-82-8) → (S)-(-)-N-[4-(1-bromo)butyl]-2-(benzyloxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxamide (600709-93-1)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In acetonitrile; at 20 ℃; for 5h;

DOI:10.1021/jm0211220

Reference yield:

(S)-(-)-N-[4-(1-hydroxy)butyl]-2-(benzyloxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxamide (600709-82-8) → (S)-1,2,3,4-Tetrahydro-isoquinoline-3-carboxylic acid {4-[4-(2-methoxy-phenyl)-piperazin-1-yl]-butyl}-amide

Guidance literature:

Multi-step reaction with 3 steps

1: 67 percent / triphenylphosphine; carbon tetrabromide / acetonitrile / 5 h / 20 °C

2: 80 percent / triethylamine / acetonitrile / Heating

3: 84 percent / H₂ / Pd/C / methanol; ethyl acetate / 3 h / 2068.59 Torr

With carbon tetrabromide; hydrogen; triethylamine; triphenylphosphine; palladium on activated charcoal; In methanol; ethyl acetate; acetonitrile;

DOI:10.1021/jm0211220

upstream raw materials:

4-Aminobutanol

(S)-3,4-dihydro-1H-isoquinoline-2,3-dicarboxylic acid 2-benzyl ester

Downstream raw materials:

(S)-(-)-N-[4-(1-bromo)butyl]-2-(benzyloxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxamide

(S)-(-)-N-[4-[4-(2-methoxyphenyl)piperazin-1-yl]butyl]-2-(benzyloxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxamide