methyl 3-<3-(4-(2-(tert-butoxycarbonylmethylamino)ethyl)phenoxy)phenyl>propenoate

Base Information

• Chemical Name: methyl 3-<3-(4-(2-(tert-butoxycarbonylmethylamino)ethyl)phenoxy)phenyl>propenoate
• CAS No.: 125786-88-1
• Molecular Formula: C₂₄H₂₉NO₅
• Molecular Weight: 411.498

Synonyms:methyl 3-<3-(4-(2-(tert-butoxycarbonylmethylamino)ethyl)phenoxy)phenyl>propenoate

Chemical Property of methyl 3-<3-(4-(2-(tert-butoxycarbonylmethylamino)ethyl)phenoxy)phenyl>propenoate

Chemical Property:

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Technology Process of methyl 3-<3-(4-(2-(tert-butoxycarbonylmethylamino)ethyl)phenoxy)phenyl>propenoate

There total 5 articles about methyl 3-<3-(4-(2-(tert-butoxycarbonylmethylamino)ethyl)phenoxy)phenyl>propenoate 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:

tyrosamine (51-67-2) → methyl 3-<3-(4-(2-(tert-butoxycarbonylmethylamino)ethyl)phenoxy)phenyl>propenoate (125786-88-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 97 percent / tetrahydrofuran / 2.5 h / 25 °C

2: 98 percent / imidazole / dimethylformamide / 24 h / 25 °C

3: NaH / tetrahydrofuran; dimethylformamide / 23 h / Heating

4: 89 percent / AcOH / tetrahydrofuran; H₂O / 72 h / 25 °C

5: 1.) NaH, CuBr, / 1.) pyridine, 25 deg C, 0,5 h, 2.) reflux, 12 h

With 1H-imidazole; sodium hydride; acetic acid; copper(I) bromide; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1021/jo00238a005

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → methyl 3-<3-(4-(2-(tert-butoxycarbonylmethylamino)ethyl)phenoxy)phenyl>propenoate (125786-88-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 97 percent / tetrahydrofuran / 2.5 h / 25 °C

2: 98 percent / imidazole / dimethylformamide / 24 h / 25 °C

3: NaH / tetrahydrofuran; dimethylformamide / 23 h / Heating

4: 89 percent / AcOH / tetrahydrofuran; H₂O / 72 h / 25 °C

5: 1.) NaH, CuBr, / 1.) pyridine, 25 deg C, 0,5 h, 2.) reflux, 12 h

With 1H-imidazole; sodium hydride; acetic acid; copper(I) bromide; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1021/jo00238a005

Reference yield:

N-t-butoxycarbonyl-tyramine (64318-28-1) → methyl 3-<3-(4-(2-(tert-butoxycarbonylmethylamino)ethyl)phenoxy)phenyl>propenoate (125786-88-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 98 percent / imidazole / dimethylformamide / 24 h / 25 °C

2: NaH / tetrahydrofuran; dimethylformamide / 23 h / Heating

3: 89 percent / AcOH / tetrahydrofuran; H₂O / 72 h / 25 °C

4: 1.) NaH, CuBr, / 1.) pyridine, 25 deg C, 0,5 h, 2.) reflux, 12 h

With 1H-imidazole; sodium hydride; acetic acid; copper(I) bromide; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1021/jo00238a005

upstream raw materials:

tyrosamine

di-tert-butyl dicarbonate

N-t-butoxycarbonyl-tyramine

Boc-NH-CH₂CH₂C₆H₄-4-OTBS

Downstream raw materials:

methyl 3-<3-(4-(2-(tertbutoxycarbonylmethylamino)ethyl)phenoxy)phenyl>propanoate

3-(3-{4-[2-({(S)-2-[(S)-2-{[(S)-2-((R)-2-Amino-propionylamino)-propionyl]-methyl-amino}-3-(4-methoxy-phenyl)-propionylamino]-propionyl}-methyl-amino)-ethyl]-phenoxy}-phenyl)-propionic acid; compound with trifluoro-acetic acid

3-(3-{4-[2-({(S)-2-[(S)-2-{[(S)-2-((R)-2-tert-Butoxycarbonylamino-propionylamino)-propionyl]-methyl-amino}-3-(4-methoxy-phenyl)-propionylamino]-propionyl}-methyl-amino)-ethyl]-phenoxy}-phenyl)-propionic acid pentafluorophenyl ester

3-(3-{4-[2-({(S)-2-[(S)-2-{[(S)-2-((R)-2-tert-Butoxycarbonylamino-propionylamino)-propionyl]-methyl-amino}-3-(4-methoxy-phenyl)-propionylamino]-propionyl}-methyl-amino)-ethyl]-phenoxy}-phenyl)-propionic acid methyl ester

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