2-[3-(2-{2-[2-(2-{(S)-2-[(2S,3R)-3-amino-2-hydroxy-4-phenylbutanamido]-4-methylpentanamido}ethoxy)ethoxy]ethoxy}acetamido)propoxy]-4-[(E)-3-(3,5-di-tert-butylphenyl)-3-oxoprop-1-enyl]benzoic acid

Base Information

• Chemical Name: 2-[3-(2-{2-[2-(2-{(S)-2-[(2S,3R)-3-amino-2-hydroxy-4-phenylbutanamido]-4-methylpentanamido}ethoxy)ethoxy]ethoxy}acetamido)propoxy]-4-[(E)-3-(3,5-di-tert-butylphenyl)-3-oxoprop-1-enyl]benzoic acid
• CAS No.: 1351169-27-1
• Molecular Formula: C₅₁H₇₂N₄O₁₁
• Molecular Weight: 917.153
• Mol file: 1351169-27-1.mol

Synonyms:2-[3-(2-{2-[2-(2-{(S)-2-[(2S,3R)-3-amino-2-hydroxy-4-phenylbutanamido]-4-methylpentanamido}ethoxy)ethoxy]ethoxy}acetamido)propoxy]-4-[(E)-3-(3,5-di-tert-butylphenyl)-3-oxoprop-1-enyl]benzoic acid

Chemical Property of 2-[3-(2-{2-[2-(2-{(S)-2-[(2S,3R)-3-amino-2-hydroxy-4-phenylbutanamido]-4-methylpentanamido}ethoxy)ethoxy]ethoxy}acetamido)propoxy]-4-[(E)-3-(3,5-di-tert-butylphenyl)-3-oxoprop-1-enyl]benzoic acid

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[3-(2-{2-[2-(2-{(S)-2-[(2S,3R)-3-amino-2-hydroxy-4-phenylbutanamido]-4-methylpentanamido}ethoxy)ethoxy]ethoxy}acetamido)propoxy]-4-[(E)-3-(3,5-di-tert-butylphenyl)-3-oxoprop-1-enyl]benzoic acid

There total 19 articles about 2-[3-(2-{2-[2-(2-{(S)-2-[(2S,3R)-3-amino-2-hydroxy-4-phenylbutanamido]-4-methylpentanamido}ethoxy)ethoxy]ethoxy}acetamido)propoxy]-4-[(E)-3-(3,5-di-tert-butylphenyl)-3-oxoprop-1-enyl]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: 64.0%

methyl 2-(3-{2-[2-(2-{2-[(S)-2-((2S,3R)-3-{[(9H-fluoren-9-yl)methoxy]carbonylamino}-2-hydroxy-4-phenylbutanamido)-4-methylpentanamido]ethoxy}ethoxy)ethoxy]acetamido}propoxy)-4-[(E)-3-(3,5-di-tert-butylphenyl)-3-oxoprop-1-enyl]benzoate (1351169-42-0) → 2-[3-(2-{2-[2-(2-{(S)-2-[(2S,3R)-3-amino-2-hydroxy-4-phenylbutanamido]-4-methylpentanamido}ethoxy)ethoxy]ethoxy}acetamido)propoxy]-4-[(E)-3-(3,5-di-tert-butylphenyl)-3-oxoprop-1-enyl]benzoic acid (1351169-27-1)

Guidance literature:

methyl 2-(3-{2-[2-(2-{2-[(S)-2-((2S,3R)-3-{[(9H-fluoren-9-yl)methoxy]carbonylamino}-2-hydroxy-4-phenylbutanamido)-4-methylpentanamido]ethoxy}ethoxy)ethoxy]acetamido}propoxy)-4-[(E)-3-(3,5-di-tert-butylphenyl)-3-oxoprop-1-enyl]benzoate; With lithium hydroxide monohydrate; In methanol; water; at 20 ℃; for 2h;

In methanol; water; Acidic conditions;

DOI:10.1016/j.bmc.2011.09.041

Reference yield:

2,6-di-tert-butylbromoacetophenone (717915-17-8) → 2-[3-(2-{2-[2-(2-{(S)-2-[(2S,3R)-3-amino-2-hydroxy-4-phenylbutanamido]-4-methylpentanamido}ethoxy)ethoxy]ethoxy}acetamido)propoxy]-4-[(E)-3-(3,5-di-tert-butylphenyl)-3-oxoprop-1-enyl]benzoic acid (1351169-27-1)

Guidance literature:

Multi-step reaction with 8 steps

1.1: acetonitrile / 8 h / Reflux

2.1: sodium methylate / methanol / Cooling with ice

2.2: 36 h / 20 °C

3.1: boron tribromide / dichloromethane / 0 °C

4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 0.5 h / Reflux

5.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 5 h / 90 °C

6.1: hydrogenchloride / 1,4-dioxane; dichloromethane / 20 °C / Cooling with ice

7.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane; water / 20 °C / Cooling with ice

8.1: lithium hydroxide monohydrate / methanol; water / 2 h / 20 °C

8.2: Acidic conditions

With hydrogenchloride; lithium hydroxide monohydrate; sodium methylate; boron tribromide; potassium carbonate; benzotriazol-1-ol; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium iodide; In 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile; 1.1: Arbuzov reaction / 2.2: Horner-Wadsworth-Emmons reaction;

DOI:10.1016/j.bmc.2011.09.041

Reference yield:

C26H32O4 (1351169-33-9) → 2-[3-(2-{2-[2-(2-{(S)-2-[(2S,3R)-3-amino-2-hydroxy-4-phenylbutanamido]-4-methylpentanamido}ethoxy)ethoxy]ethoxy}acetamido)propoxy]-4-[(E)-3-(3,5-di-tert-butylphenyl)-3-oxoprop-1-enyl]benzoic acid (1351169-27-1)

Guidance literature:

Multi-step reaction with 6 steps

1.1: boron tribromide / dichloromethane / 0 °C

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 0.5 h / Reflux

3.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 5 h / 90 °C

4.1: hydrogenchloride / 1,4-dioxane; dichloromethane / 20 °C / Cooling with ice

5.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane; water / 20 °C / Cooling with ice

6.1: lithium hydroxide monohydrate / methanol; water / 2 h / 20 °C

6.2: Acidic conditions

With hydrogenchloride; lithium hydroxide monohydrate; boron tribromide; potassium carbonate; benzotriazol-1-ol; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium iodide; In 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;

DOI:10.1016/j.bmc.2011.09.041

upstream raw materials:

2,6-di-tert-butylbromoacetophenone

methyl 2-(3-{2-[2-(2-{2-[(S)-2-((2S,3R)-3-{[(9H-fluoren-9-yl)methoxy]carbonylamino}-2-hydroxy-4-phenylbutanamido)-4-methylpentanamido]ethoxy}ethoxy)ethoxy]acetamido}propoxy)-4-[(E)-3-(3,5-di-tert-butylphenyl)-3-oxoprop-1-enyl]benzoate

diethyl 3,5-di-tert-butylbenzoylmethylphosphonate

C₂₆H₃₂O₄

Refernces