4-(4-amino-benzyl)-2-{3-[2-tert-butoxycarbonylamino-3-(4-tert-butoxy-phenyl)-propionylamino]-propoxy}-benzoic acid

Base Information

• Chemical Name: 4-(4-amino-benzyl)-2-{3-[2-tert-butoxycarbonylamino-3-(4-tert-butoxy-phenyl)-propionylamino]-propoxy}-benzoic acid
• CAS No.: 929603-93-0
• Molecular Formula: C₃₅H₄₅N₃O₇
• Molecular Weight: 619.758

Synonyms:4-(4-amino-benzyl)-2-{3-[2-tert-butoxycarbonylamino-3-(4-tert-butoxy-phenyl)-propionylamino]-propoxy}-benzoic acid

Chemical Property of 4-(4-amino-benzyl)-2-{3-[2-tert-butoxycarbonylamino-3-(4-tert-butoxy-phenyl)-propionylamino]-propoxy}-benzoic acid

Chemical Property:

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Technology Process of 4-(4-amino-benzyl)-2-{3-[2-tert-butoxycarbonylamino-3-(4-tert-butoxy-phenyl)-propionylamino]-propoxy}-benzoic acid

There total 7 articles about 4-(4-amino-benzyl)-2-{3-[2-tert-butoxycarbonylamino-3-(4-tert-butoxy-phenyl)-propionylamino]-propoxy}-benzoic acid 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:

2-{3-[2-tert-butoxycarbonylamino-3-(4-tert-butoxy-phenyl)-propionylamino]-propoxy}-4-(4-nitro-benzyl)-benzoic acid benzyl ester → 4-(4-amino-benzyl)-2-{3-[2-tert-butoxycarbonylamino-3-(4-tert-butoxy-phenyl)-propionylamino]-propoxy}-benzoic acid (929603-93-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; at 25 ℃;

DOI:10.1021/ja0677970

Reference yield:

2,2,7-trimethyl-4H-benzo[d][1,3]dioxin-4-one (82944-18-1) → 4-(4-amino-benzyl)-2-{3-[2-tert-butoxycarbonylamino-3-(4-tert-butoxy-phenyl)-propionylamino]-propoxy}-benzoic acid (929603-93-0)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 82 percent / N-bromosuccinimide; benzoyl peroxide / CCl₄; H₂O / 2 h / 75 °C

2.1: 87 percent / Na₂CO₃ / Pd(PPh₃)4 / tetrahydrofuran; H₂O / 3 h / Heating

3.1: 91 percent / trifluoroacetic acid; H₂O / 12 h / 25 °C

4.1: KOH / H₂O

4.2: 96 percent / tetrabutylammonium fluoride / tetrahydrofuran / 24 h / 20 °C

5.1: Cs₂CO₃ / dimethylformamide / 60 °C

6.1: H₂ / Pd/C / tetrahydrofuran / 25 °C

With potassium hydroxide; N-Bromosuccinimide; hydrogen; sodium carbonate; caesium carbonate; dibenzoyl peroxide; palladium on activated charcoal; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; tetrachloromethane; water; N,N-dimethyl-formamide; trifluoroacetic acid; 2.1: Suzuki cross-coupling reaction;

DOI:10.1021/ja0677970

Reference yield:

7-(bromomethyl)-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one (691857-35-9) → 4-(4-amino-benzyl)-2-{3-[2-tert-butoxycarbonylamino-3-(4-tert-butoxy-phenyl)-propionylamino]-propoxy}-benzoic acid (929603-93-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 87 percent / Na₂CO₃ / Pd(PPh₃)4 / tetrahydrofuran; H₂O / 3 h / Heating

2.1: 91 percent / trifluoroacetic acid; H₂O / 12 h / 25 °C

3.1: KOH / H₂O

3.2: 96 percent / tetrabutylammonium fluoride / tetrahydrofuran / 24 h / 20 °C

4.1: Cs₂CO₃ / dimethylformamide / 60 °C

5.1: H₂ / Pd/C / tetrahydrofuran / 25 °C

With potassium hydroxide; hydrogen; sodium carbonate; caesium carbonate; palladium on activated charcoal; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; water; N,N-dimethyl-formamide; trifluoroacetic acid; 1.1: Suzuki cross-coupling reaction;

DOI:10.1021/ja0677970

upstream raw materials:

2,2,7-trimethyl-4H-benzo[d][1,3]dioxin-4-one

7-(bromomethyl)-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one

2-hydroxy-4-(4-nitro-benzyl)-benzoic acid

2,2-dimethyl-7-(4-nitro-benzyl)-benzo[1,3]dioxin-4-one

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