4-methyl-2-[3-(4-methyl-2-methylamino-pentanoyloxy)-2-oxo-pyrrolidin-1-yl]-pentanoic acid 1-{[1-(1-{[1-(1-carboxy-2-phenyl-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-2-phenyl-ethyl ester

Base Information

• Chemical Name: 4-methyl-2-[3-(4-methyl-2-methylamino-pentanoyloxy)-2-oxo-pyrrolidin-1-yl]-pentanoic acid 1-{[1-(1-{[1-(1-carboxy-2-phenyl-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-2-phenyl-ethyl ester
• CAS No.: 188908-85-2
• Molecular Formula: C₅₂H₇₆N₄O₁₃
• Molecular Weight: 965.194

Synonyms:4-methyl-2-[3-(4-methyl-2-methylamino-pentanoyloxy)-2-oxo-pyrrolidin-1-yl]-pentanoic acid 1-{[1-(1-{[1-(1-carboxy-2-phenyl-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-2-phenyl-ethyl ester

Chemical Property of 4-methyl-2-[3-(4-methyl-2-methylamino-pentanoyloxy)-2-oxo-pyrrolidin-1-yl]-pentanoic acid 1-{[1-(1-{[1-(1-carboxy-2-phenyl-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-2-phenyl-ethyl ester

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Technology Process of 4-methyl-2-[3-(4-methyl-2-methylamino-pentanoyloxy)-2-oxo-pyrrolidin-1-yl]-pentanoic acid 1-{[1-(1-{[1-(1-carboxy-2-phenyl-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-2-phenyl-ethyl ester

There total 12 articles about 4-methyl-2-[3-(4-methyl-2-methylamino-pentanoyloxy)-2-oxo-pyrrolidin-1-yl]-pentanoic acid 1-{[1-(1-{[1-(1-carboxy-2-phenyl-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-2-phenyl-ethyl 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: 97.0%

C59H82N4O13 (188908-84-1) → 4-methyl-2-[3-(4-methyl-2-methylamino-pentanoyloxy)-2-oxo-pyrrolidin-1-yl]-pentanoic acid 1-{[1-(1-{[1-(1-carboxy-2-phenyl-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-2-phenyl-ethyl ester (188908-85-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 3h; under 2327.17 - 2585.74 Torr;

DOI:10.1021/jm020482k

Reference yield:

N-t-butoxycarbonyl-N-methyl-L-leucine (53363-89-6) → 4-methyl-2-[3-(4-methyl-2-methylamino-pentanoyloxy)-2-oxo-pyrrolidin-1-yl]-pentanoic acid 1-{[1-(1-{[1-(1-carboxy-2-phenyl-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-2-phenyl-ethyl ester (188908-85-2)

Guidance literature:

Multi-step reaction with 7 steps

1: 86 percent / DCC; DMAP / CH₂Cl₂ / 3 h / 25 °C

2: 98 percent / H₂ / Pd/C / ethanol / 3 h / 2327.17 - 2585.74 Torr

3: 87 percent / DCC; DMAP / CH₂Cl₂ / 3 h / 25 °C

4: 95 percent / H₂ / Pd/C / ethanol / 3 h / 2327.17 - 2585.74 Torr

5: DCC; DMAP / CH₂Cl₂ / 3 h / 25 °C

6: 1.32 g / CF₃CO₂H / CH₂Cl₂ / 1 h / 25 °C

7: 97 percent / H₂ / Pd/C / ethanol / 3 h / 2327.17 - 2585.74 Torr

With dmap; hydrogen; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In ethanol; dichloromethane;

DOI:10.1021/jm020482k

Reference yield:

(R)-2-((S)-2-(tert-butoxycarbonyl(methyl)amino)-4-methylpentanoyloxy)propanoic acid (157567-62-9) → 4-methyl-2-[3-(4-methyl-2-methylamino-pentanoyloxy)-2-oxo-pyrrolidin-1-yl]-pentanoic acid 1-{[1-(1-{[1-(1-carboxy-2-phenyl-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-2-phenyl-ethyl ester (188908-85-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 80 percent / DCC; DMAP / CH₂Cl₂ / 3 h / 25 °C

2: 92 percent / CF₃CO₂H / CH₂Cl₂ / 1 h / 25 °C

3: DCC; DMAP / CH₂Cl₂ / 3 h / 25 °C

4: 1.32 g / CF₃CO₂H / CH₂Cl₂ / 1 h / 25 °C

5: 97 percent / H₂ / Pd/C / ethanol / 3 h / 2327.17 - 2585.74 Torr

With dmap; hydrogen; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In ethanol; dichloromethane;

DOI:10.1021/jm020482k

upstream raw materials:

C₅₉H₈₂N₄O₁₃

N-t-butoxycarbonyl-N-methyl-L-leucine

(R)-2-((S)-2-(tert-butoxycarbonyl(methyl)amino)-4-methylpentanoyloxy)propanoic acid

benzyl N-methyl-L-leucyl-D-lactyl-N-methyl-L-leucyl-3-phenyl-D-lactate

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