3-{5-[benzylamino-(4-tert-butoxycarbonylamino-phenyl)-methyl]-tetrazol-1-yl}-3-phenyl-propionic acid ethyl ester

Base Information

• Chemical Name: 3-{5-[benzylamino-(4-tert-butoxycarbonylamino-phenyl)-methyl]-tetrazol-1-yl}-3-phenyl-propionic acid ethyl ester
• CAS No.: 869070-91-7
• Molecular Formula: C₃₁H₃₆N₆O₄
• Molecular Weight: 556.665

Synonyms:3-{5-[benzylamino-(4-tert-butoxycarbonylamino-phenyl)-methyl]-tetrazol-1-yl}-3-phenyl-propionic acid ethyl ester

Chemical Property of 3-{5-[benzylamino-(4-tert-butoxycarbonylamino-phenyl)-methyl]-tetrazol-1-yl}-3-phenyl-propionic acid ethyl ester

Chemical Property:

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Technology Process of 3-{5-[benzylamino-(4-tert-butoxycarbonylamino-phenyl)-methyl]-tetrazol-1-yl}-3-phenyl-propionic acid ethyl ester

There total 2 articles about 3-{5-[benzylamino-(4-tert-butoxycarbonylamino-phenyl)-methyl]-tetrazol-1-yl}-3-phenyl-propionic acid ethyl 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: 92.0%

3-isocyano-3-phenyl-ethylpropionate (602262-75-9) + 4-((tert-butoxycarbonyl)amino)benzaldehyde (144072-30-0) + benzylamine (100-46-9) → 3-{5-[benzylamino-(4-tert-butoxycarbonylamino-phenyl)-methyl]-tetrazol-1-yl}-3-phenyl-propionic acid ethyl ester (869070-91-7)

Guidance literature:

4-((tert-butoxycarbonyl)amino)benzaldehyde; benzylamine; In methanol; at 20 ℃; for 1h;

3-isocyano-3-phenyl-ethylpropionate; With trimethylsilylazide; In methanol; at 20 ℃; for 48h;

DOI:10.1016/j.tetlet.2005.08.101

Reference yield:

3-formylamino-3-phenyl-propionic acid ethyl ester (850011-53-9) → 3-{5-[benzylamino-(4-tert-butoxycarbonylamino-phenyl)-methyl]-tetrazol-1-yl}-3-phenyl-propionic acid ethyl ester (869070-91-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 46 percent / POCl₃; triethylamine / CH₂Cl₂ / 1 h

2.1: methanol / 1 h / 20 °C

2.2: 92 percent / trimethylsilyl azide / methanol / 48 h / 20 °C

With triethylamine; trichlorophosphate; In methanol; dichloromethane; 2.2: Ugi reaction;

DOI:10.1016/j.tetlet.2005.08.101

Reference yield: 56.0%

3-{5-[benzylamino-(4-tert-butoxycarbonylamino-phenyl)-methyl]-tetrazol-1-yl}-3-phenyl-propionic acid ethyl ester (869070-91-7) → {4-[benzylamino-(1H-tetrazol-5-yl)-methyl]-phenyl}-carbamic acid tert-butyl ester

Guidance literature:

With sodium ethanolate; In tetrahydrofuran;

DOI:10.1016/j.tetlet.2005.08.101

upstream raw materials:

3-isocyano-3-phenyl-ethylpropionate

4-((tert-butoxycarbonyl)amino)benzaldehyde

benzylamine

3-formylamino-3-phenyl-propionic acid ethyl ester

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