methyl (R)-3-[3-[(tert-butoxycarbonyl)methylamino]-4-methylpentyl]benzoate

Base Information

• Chemical Name: methyl (R)-3-[3-[(tert-butoxycarbonyl)methylamino]-4-methylpentyl]benzoate
• CAS No.: 1311415-71-0
• Molecular Formula: C₂₀H₃₁NO₄
• Molecular Weight: 349.47

Synonyms:methyl (R)-3-[3-[(tert-butoxycarbonyl)methylamino]-4-methylpentyl]benzoate

Chemical Property of methyl (R)-3-[3-[(tert-butoxycarbonyl)methylamino]-4-methylpentyl]benzoate

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Technology Process of methyl (R)-3-[3-[(tert-butoxycarbonyl)methylamino]-4-methylpentyl]benzoate

There total 2 articles about methyl (R)-3-[3-[(tert-butoxycarbonyl)methylamino]-4-methylpentyl]benzoate 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: 98.0%

methyl (R)-3-[3-(tert-butoxycarbonylamino)-4-methylpentyl]benzoate (1311415-70-9) + methyl iodide (74-88-4) → methyl (R)-3-[3-[(tert-butoxycarbonyl)methylamino]-4-methylpentyl]benzoate (1311415-71-0)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 20h; Inert atmosphere;

DOI:10.1002/ejoc.201100155

Reference yield:

methyl (S)-3-[3-(tert-butoxycarbonylamino)-4-methylpent-1-enyl]benzoate → methyl (R)-3-[3-[(tert-butoxycarbonyl)methylamino]-4-methylpentyl]benzoate (1311415-71-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 5% Pd(II)/C(eggshell); hydrogen / methanol / 3 h / 20 °C

2: sodium hydride / N,N-dimethyl-formamide; mineral oil / 20 h / 0 - 20 °C / Inert atmosphere

With 5% Pd(II)/C(eggshell); hydrogen; sodium hydride; In methanol; N,N-dimethyl-formamide; mineral oil;

DOI:10.1002/ejoc.201100155

Reference yield:

methyl (R)-3-[3-[(tert-butoxycarbonyl)methylamino]-4-methylpentyl]benzoate (1311415-71-0) → C15H23NO2*ClH

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 0 ℃; for 2h;

DOI:10.1002/ejoc.201100155

upstream raw materials:

methyl (R)-3-[3-(tert-butoxycarbonylamino)-4-methylpentyl]benzoate

methyl iodide

Downstream raw materials:

methyl 3-{(R)-3-[(2S,3S)-2-(benzyloxycarbonylamino)-N,3-dimethylpentanamido]-4-methylpentyl}benzoate

methyl 3-((R)-3-{(2S,3S)-N,3-dimethyl-2-[(R)-1-(3-phenylpropanoyl)piperidine-2-carboxamido]pentanamido}-4-methylpentyl)benzoate

benzyl (R)-2-{(2S,3S)-1-[((R)-1-{3-[(2R,4S)-5-methoxy-4-methyl-5-oxo-1-phenylpentan-2-ylcarbamoyl]phenyl}-4-methylpentan-3-yl)methylamino]-3-methyl-1-oxopentan-2-ylcarbamoyl}piperidine-1-carboxylate

methyl (2S,4R)-4-[3-((R)-3-[(2S,3S)-N,3-dimethyl-2-[(R)-1-methylpiperidine-2-carboxamido]pentanamido]-4-methylpentyl)benzamido]-2-methyl-5-phenylpentanoate

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