(S)-2-(tert-Butoxycarbonyl-methyl-amino)-4-methyl-pentanoic acid (R)-1-{[(S)-1-((R)-1-{[(S)-1-((R)-1-benzyloxycarbonyl-2-phenyl-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-2-phenyl-ethyl ester

Base Information

• Chemical Name: (S)-2-(tert-Butoxycarbonyl-methyl-amino)-4-methyl-pentanoic acid (R)-1-{[(S)-1-((R)-1-{[(S)-1-((R)-1-benzyloxycarbonyl-2-phenyl-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-2-phenyl-ethyl ester
• CAS No.: 188908-40-9
• Molecular Formula: C₅₄H₇₅N₃O₁₂
• Molecular Weight: 958.202

Synonyms:(S)-2-(tert-Butoxycarbonyl-methyl-amino)-4-methyl-pentanoic acid (R)-1-{[(S)-1-((R)-1-{[(S)-1-((R)-1-benzyloxycarbonyl-2-phenyl-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-2-phenyl-ethyl ester

Chemical Property of (S)-2-(tert-Butoxycarbonyl-methyl-amino)-4-methyl-pentanoic acid (R)-1-{[(S)-1-((R)-1-{[(S)-1-((R)-1-benzyloxycarbonyl-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 (S)-2-(tert-Butoxycarbonyl-methyl-amino)-4-methyl-pentanoic acid (R)-1-{[(S)-1-((R)-1-{[(S)-1-((R)-1-benzyloxycarbonyl-2-phenyl-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-2-phenyl-ethyl ester

There total 2 articles about (S)-2-(tert-Butoxycarbonyl-methyl-amino)-4-methyl-pentanoic acid (R)-1-{[(S)-1-((R)-1-{[(S)-1-((R)-1-benzyloxycarbonyl-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: 52.0%

benzyl N-methyl-L-leucyl-3-phenyl-D-lactate (157567-63-0) + N-Boc-N-methyl-L-leucyl-3-phenyl-D-lactyl-N-methyl-L-leucyl-D-lactic acid (153052-72-3) → (S)-2-(tert-Butoxycarbonyl-methyl-amino)-4-methyl-pentanoic acid (R)-1-{[(S)-1-((R)-1-{[(S)-1-((R)-1-benzyloxycarbonyl-2-phenyl-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-2-phenyl-ethyl ester (188908-40-9)

Guidance literature:

With dmap; dacarbazine; In dichloromethane; at 20 ℃;

DOI:10.1021/jm020482k

Reference yield:

benzyl N-Boc-N-methyl-L-leucyl-3-phenyl-D-lactate (153052-70-1) → (S)-2-(tert-Butoxycarbonyl-methyl-amino)-4-methyl-pentanoic acid (R)-1-{[(S)-1-((R)-1-{[(S)-1-((R)-1-benzyloxycarbonyl-2-phenyl-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-2-phenyl-ethyl ester (188908-40-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / CF₃CO₂H / CH₂Cl₂ / 1 h / 25 °C

2: 52 percent / DIC; DMAP / CH₂Cl₂ / 20 °C

With dmap; dacarbazine; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jm020482k

Reference yield: 81.0%

(S)-2-(tert-Butoxycarbonyl-methyl-amino)-4-methyl-pentanoic acid (R)-1-{[(S)-1-((R)-1-{[(S)-1-((R)-1-benzyloxycarbonyl-2-phenyl-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-2-phenyl-ethyl ester (188908-40-9) → N-Boc-N-methyl-L-leucyl-3-phenyl-D-lactyl-N-methyl-L-leucyl-D-lactyl-N-methyl-L-leucyl-3-phenyl-D-lactic acid (188908-41-0)

Guidance literature:

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

DOI:10.1021/jm020482k

upstream raw materials:

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

N-Boc-N-methyl-L-leucyl-3-phenyl-D-lactyl-N-methyl-L-leucyl-D-lactic acid

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

Downstream raw materials:

N-Boc-N-methyl-L-leucyl-3-phenyl-D-lactyl-N-methyl-L-leucyl-D-lactyl-N-methyl-L-leucyl-3-phenyl-D-lactic acid

N-methyl-L-leucyl-3-phenyl-D-lactyl-N-methyl-L-leucyl-D-lactyl-N-methyl-L-leucyl-3-phenyl-D-lactyl-L-pipecolyl-D-lactic acid

N-methyl-L-leucyl-3-phenyl-D-lactyl-N-methyl-L-leucyl-D-lactyl-N-methyl-L-leucyl-3-phenyl-D-lactyl-L-azepanyl-D-lactic acid

1-[2-(4-methyl-2-{methyl-[2-(4-methyl-2-{methyl-[2-(4-methyl-2-methylamino-pentanoyloxy)-3-phenyl-propionyl]-amino}-pentanoyloxy)-propionyl]-amino}-pentanoyloxy)-3-phenyl-propionyl]-piperidine-2-carboxylic acid 1-benzyloxycarbonyl-ethyl ester

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