methyl 2-[(5-{[2-(acetylamino)-3-(4-{2-[(benzhydryloxy)carbonyl][(benzyloxy)(oxo)acetyl]anilino}-3-ethylphenyl)propanoyl]amino}pentyl)oxy]-6-hydroxybenzoate

Base Information

• Chemical Name: methyl 2-[(5-{[2-(acetylamino)-3-(4-{2-[(benzhydryloxy)carbonyl][(benzyloxy)(oxo)acetyl]anilino}-3-ethylphenyl)propanoyl]amino}pentyl)oxy]-6-hydroxybenzoate
• CAS No.: 436864-60-7
• Molecular Formula: C₅₄H₅₃N₃O₁₁
• Molecular Weight: 920.028
• Mol file: 436864-60-7.mol

Synonyms:methyl 2-[(5-{[2-(acetylamino)-3-(4-{2-[(benzhydryloxy)carbonyl][(benzyloxy)(oxo)acetyl]anilino}-3-ethylphenyl)propanoyl]amino}pentyl)oxy]-6-hydroxybenzoate

Chemical Property of methyl 2-[(5-{[2-(acetylamino)-3-(4-{2-[(benzhydryloxy)carbonyl][(benzyloxy)(oxo)acetyl]anilino}-3-ethylphenyl)propanoyl]amino}pentyl)oxy]-6-hydroxybenzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-[(5-{[2-(acetylamino)-3-(4-{2-[(benzhydryloxy)carbonyl][(benzyloxy)(oxo)acetyl]anilino}-3-ethylphenyl)propanoyl]amino}pentyl)oxy]-6-hydroxybenzoate

There total 9 articles about methyl 2-[(5-{[2-(acetylamino)-3-(4-{2-[(benzhydryloxy)carbonyl][(benzyloxy)(oxo)acetyl]anilino}-3-ethylphenyl)propanoyl]amino}pentyl)oxy]-6-hydroxybenzoate 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: 59.0%

methyl 2-(4-aminobutoxy)-6-hydroxybenzoate hydrochloride salt + 2-{[4-(2-acetylamino-2-carboxyethyl)-2-ethylphenyl]-benzyloxyoxalylamino}-benzoic acid benzhydryl ester (436864-59-4) → methyl 2-[(5-{[2-(acetylamino)-3-(4-{2-[(benzhydryloxy)carbonyl][(benzyloxy)(oxo)acetyl]anilino}-3-ethylphenyl)propanoyl]amino}pentyl)oxy]-6-hydroxybenzoate (436864-60-7)

Guidance literature:

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/jm034088d

Reference yield:

methyl 2,6-dihydroxybenzoate (2150-45-0) → methyl 2-[(5-{[2-(acetylamino)-3-(4-{2-[(benzhydryloxy)carbonyl][(benzyloxy)(oxo)acetyl]anilino}-3-ethylphenyl)propanoyl]amino}pentyl)oxy]-6-hydroxybenzoate (436864-60-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 57 percent / triphenylphosphine; diethyl azodicarboxylate / tetrahydrofuran / 0.5 h / 20 °C

2: 97 percent / HCl / dioxane / 4 h / 20 °C

3: 59 percent / 2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium BF₄; diisopropylethylamine / dimethylformamide / 20 °C

With hydrogenchloride; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide; 1: Mitsunobu reaction;

DOI:10.1021/jm034088d

Reference yield:

2-acetylamino-3-(4-amino-3-ethyl-phenyl)-propionic acid (402924-97-4) → methyl 2-[(5-{[2-(acetylamino)-3-(4-{2-[(benzhydryloxy)carbonyl][(benzyloxy)(oxo)acetyl]anilino}-3-ethylphenyl)propanoyl]amino}pentyl)oxy]-6-hydroxybenzoate (436864-60-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 62 percent / Cs₂CO₃ / dimethylformamide / 3 h / 20 °C

2: copper(II) acetate / dimethylformamide / 6 h / 90 °C

3: 700 mg / N,N-diisopropylethylamine / dimethylformamide / 20 °C

4: 72 percent / acetone / 20 °C

5: 100 percent / Pd(Ph₃P)4; morpholine / CH₂Cl₂ / 2 h

6: 59 percent / 2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium BF₄; diisopropylethylamine / dimethylformamide / 20 °C

With morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper diacetate; caesium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide; acetone;

DOI:10.1021/jm034088d

upstream raw materials:

2-{[4-(2-acetylamino-2-carboxyethyl)-2-ethylphenyl]-benzyloxyoxalylamino}-benzoic acid benzhydryl ester

methyl 2,6-dihydroxybenzoate

2-acetylamino-3-(4-amino-3-ethyl-phenyl)-propionic acid

2-acetylamino-3-(4-amino-3-ethyl-phenyl)-propionic acid allyl ester

Downstream raw materials:

methyl 2-{4-[(N-acetyl-4-[(carboxycarbonyl)(2-carboxyphenyl)amino]-3-ethylphenylalanyl)amino]butoxy}-6-hydroxybenzoate