acetic acid 4-[2-(6-tert-butoxycarbonylamino-hexylcarbamoyl)-vinyl]-phenyl ester

Base Information

• Chemical Name: acetic acid 4-[2-(6-tert-butoxycarbonylamino-hexylcarbamoyl)-vinyl]-phenyl ester
• CAS No.: 556065-83-9
• Molecular Formula: C₂₂H₃₂N₂O₅
• Molecular Weight: 404.506

Synonyms:acetic acid 4-[2-(6-tert-butoxycarbonylamino-hexylcarbamoyl)-vinyl]-phenyl ester

Chemical Property of acetic acid 4-[2-(6-tert-butoxycarbonylamino-hexylcarbamoyl)-vinyl]-phenyl ester

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Technology Process of acetic acid 4-[2-(6-tert-butoxycarbonylamino-hexylcarbamoyl)-vinyl]-phenyl ester

There total 5 articles about acetic acid 4-[2-(6-tert-butoxycarbonylamino-hexylcarbamoyl)-vinyl]-phenyl 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: 40.0%

tert-butyl N-(6-aminohexyl)carbamate (51857-17-1) + p-acetoxycinnamoyl chloride (53901-95-4,108608-06-6,58523-18-5) → acetic acid 4-[2-(6-tert-butoxycarbonylamino-hexylcarbamoyl)-vinyl]-phenyl ester (556065-83-9)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃;

DOI:10.1016/S0031-9422(03)00133-X

Reference yield:

1,6-Hexanediamine (124-09-4) → acetic acid 4-[2-(6-tert-butoxycarbonylamino-hexylcarbamoyl)-vinyl]-phenyl ester (556065-83-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / methanol / 2.5 h / -78 - 0 °C

2: 99 percent / tetrahydrofuran / 20 °C

3: 75 percent / aq. NH₄OH / methanol / 48 h

4: 40 percent / Et₃N / CH₂Cl₂ / 20 °C

With ammonium hydroxide; triethylamine; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1016/S0031-9422(03)00133-X

Reference yield:

4-acetoxycinnamic acid (27542-85-4) → acetic acid 4-[2-(6-tert-butoxycarbonylamino-hexylcarbamoyl)-vinyl]-phenyl ester (556065-83-9)

Guidance literature:

Multi-step reaction with 2 steps

1: (COCl)2; DMF / CH₂Cl₂ / 1 h / Heating

2: 40 percent / Et₃N / CH₂Cl₂ / 20 °C

With oxalyl dichloride; triethylamine; N,N-dimethyl-formamide; In dichloromethane;

DOI:10.1016/S0031-9422(03)00133-X

upstream raw materials:

tert-butyl N-(6-aminohexyl)carbamate

p-acetoxycinnamoyl chloride

1,6-Hexanediamine

4-acetoxycinnamic acid

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