methyl (S)-3-[2-[(tert-butoxycarbonyl)methylamino]-3-methylbutoxy]benzoate

Base Information

• Chemical Name: methyl (S)-3-[2-[(tert-butoxycarbonyl)methylamino]-3-methylbutoxy]benzoate
• CAS No.: 1311415-73-2
• Molecular Formula: C₁₉H₂₉NO₅
• Molecular Weight: 351.443

Synonyms:methyl (S)-3-[2-[(tert-butoxycarbonyl)methylamino]-3-methylbutoxy]benzoate

Chemical Property of methyl (S)-3-[2-[(tert-butoxycarbonyl)methylamino]-3-methylbutoxy]benzoate

Chemical Property:

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Technology Process of methyl (S)-3-[2-[(tert-butoxycarbonyl)methylamino]-3-methylbutoxy]benzoate

There total 2 articles about methyl (S)-3-[2-[(tert-butoxycarbonyl)methylamino]-3-methylbutoxy]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: 95.0%

methyl (S)-3-[2-(tert-butoxycarbonylamino)-3-methylbutoxy]benzoate (1311415-72-1) + methyl iodide (74-88-4) → methyl (S)-3-[2-[(tert-butoxycarbonyl)methylamino]-3-methylbutoxy]benzoate (1311415-73-2) + (S)‐isopropyl‐N‐Boc aziridine (197020-62-5)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 21h; Inert atmosphere;

DOI:10.1002/ejoc.201100155

Reference yield:

(S)-2-<(tert-butoxycarbonyl)amino>-3-methylbutan-1-ol (79069-14-0) → methyl (S)-3-[2-[(tert-butoxycarbonyl)methylamino]-3-methylbutoxy]benzoate (1311415-73-2) + (S)‐isopropyl‐N‐Boc aziridine (197020-62-5)

Guidance literature:

Multi-step reaction with 2 steps

1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 24 h / 0 - 20 °C / Inert atmosphere

2: sodium hydride / N,N-dimethyl-formamide / 21 h / 0 - 20 °C / Inert atmosphere

With di-isopropyl azodicarboxylate; sodium hydride; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Mitsunobu reaction;

DOI:10.1002/ejoc.201100155

Reference yield:

methyl (S)-3-[2-[(tert-butoxycarbonyl)methylamino]-3-methylbutoxy]benzoate (1311415-73-2) → C14H21NO3*ClH

Guidance literature:

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

DOI:10.1002/ejoc.201100155

upstream raw materials:

methyl (S)-3-[2-(tert-butoxycarbonylamino)-3-methylbutoxy]benzoate

methyl iodide

(S)-2-<(tert-butoxycarbonyl)amino>-3-methylbutan-1-ol

Downstream raw materials:

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

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

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

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

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