2-[(4-{2-acetylamino-2-[4-(1-methoxycarbonyl-3-methylsulfanyl-propylcarbamoyl)-butylcarbamoyl]-ethyl}-2-ethyl-phenyl)-tert-butoxyoxalyl-amino]-benzoic acid benzhydryl ester

Base Information

• Chemical Name: 2-[(4-{2-acetylamino-2-[4-(1-methoxycarbonyl-3-methylsulfanyl-propylcarbamoyl)-butylcarbamoyl]-ethyl}-2-ethyl-phenyl)-tert-butoxyoxalyl-amino]-benzoic acid benzhydryl ester
• CAS No.: 592532-57-5
• Molecular Formula: C₅₀H₆₀N₄O₁₀S
• Molecular Weight: 909.113
• Mol file: 592532-57-5.mol

Synonyms:

Chemical Property of 2-[(4-{2-acetylamino-2-[4-(1-methoxycarbonyl-3-methylsulfanyl-propylcarbamoyl)-butylcarbamoyl]-ethyl}-2-ethyl-phenyl)-tert-butoxyoxalyl-amino]-benzoic acid benzhydryl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[(4-{2-acetylamino-2-[4-(1-methoxycarbonyl-3-methylsulfanyl-propylcarbamoyl)-butylcarbamoyl]-ethyl}-2-ethyl-phenyl)-tert-butoxyoxalyl-amino]-benzoic acid benzhydryl ester

There total 10 articles about 2-[(4-{2-acetylamino-2-[4-(1-methoxycarbonyl-3-methylsulfanyl-propylcarbamoyl)-butylcarbamoyl]-ethyl}-2-ethyl-phenyl)-tert-butoxyoxalyl-amino]-benzoic acid benzhydryl 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:

benzyl (2E)-2-(acetylamino)-3-(4-amino-3-ethylphenyl)-2-propenoate (436864-41-4) → 2-[(4-{2-acetylamino-2-[4-(1-methoxycarbonyl-3-methylsulfanyl-propylcarbamoyl)-butylcarbamoyl]-ethyl}-2-ethyl-phenyl)-tert-butoxyoxalyl-amino]-benzoic acid benzhydryl ester (592532-57-5)

Guidance literature:

Multi-step reaction with 9 steps

1: 100 percent / H₂ / 10 percent Pd/C / 20 °C / 3040 Torr

2: 62 percent / Cs₂CO₃ / 20 °C

3: 85 percent / Cu(OAc)2 / propan-2-ol / 80 °C

4: 72 percent / i-Pr₂NEt / CH₂Cl₂ / 0 - 20 °C

5: 92 percent / acetone / 20 °C

6: 100 percent / morpholine; Pd(PPh₃)4 / CH₂Cl₂

7: TBTU; i-Pr₂NEt / dimethylformamide

8: 94 percent / TBAF / tetrahydrofuran

9: TBTU; i-Pr₂NEt / dimethylformamide

With morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper diacetate; tetrabutyl ammonium fluoride; hydrogen; caesium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol; acetone;

DOI:10.1016/S0960-894X(03)00302-0

Reference yield:

5-amino-pentanoic acid 2-trimethylsilanyl-ethyl ester → 2-[(4-{2-acetylamino-2-[4-(1-methoxycarbonyl-3-methylsulfanyl-propylcarbamoyl)-butylcarbamoyl]-ethyl}-2-ethyl-phenyl)-tert-butoxyoxalyl-amino]-benzoic acid benzhydryl ester (592532-57-5)

Guidance literature:

Multi-step reaction with 3 steps

1: TBTU; i-Pr₂NEt / dimethylformamide

2: 94 percent / TBAF / tetrahydrofuran

3: TBTU; i-Pr₂NEt / dimethylformamide

With tetrabutyl ammonium fluoride; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(03)00302-0

Reference yield:

2-acetylamino-3-(4-amino-3-ethyl-phenyl)-propionic acid (402924-97-4) → 2-[(4-{2-acetylamino-2-[4-(1-methoxycarbonyl-3-methylsulfanyl-propylcarbamoyl)-butylcarbamoyl]-ethyl}-2-ethyl-phenyl)-tert-butoxyoxalyl-amino]-benzoic acid benzhydryl ester (592532-57-5)

Guidance literature:

Multi-step reaction with 8 steps

1: 62 percent / Cs₂CO₃ / 20 °C

2: 85 percent / Cu(OAc)2 / propan-2-ol / 80 °C

3: 72 percent / i-Pr₂NEt / CH₂Cl₂ / 0 - 20 °C

4: 92 percent / acetone / 20 °C

5: 100 percent / morpholine; Pd(PPh₃)4 / CH₂Cl₂

6: TBTU; i-Pr₂NEt / dimethylformamide

7: 94 percent / TBAF / tetrahydrofuran

8: TBTU; i-Pr₂NEt / dimethylformamide

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

DOI:10.1016/S0960-894X(03)00302-0

upstream raw materials:

Met-OMe

2-({4-[2-acetylamino-2-(4-carboxy-butylcarbamoyl)-ethyl]-2-ethyl-phenyl}-tert-butoxyoxalyl-amino)-benzoic acid benzhydryl ester

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

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