(S)-tert-butyl 1-(3-(4-methoxybenzyl)-1,2,4-oxadiazol-5-yl)-3-methylbutylcarbamate

Base Information

• Chemical Name: (S)-tert-butyl 1-(3-(4-methoxybenzyl)-1,2,4-oxadiazol-5-yl)-3-methylbutylcarbamate
• CAS No.: 1345020-48-5
• Molecular Formula: C₂₀H₂₉N₃O₄
• Molecular Weight: 375.468

Synonyms:(S)-tert-butyl 1-(3-(4-methoxybenzyl)-1,2,4-oxadiazol-5-yl)-3-methylbutylcarbamate

Chemical Property of (S)-tert-butyl 1-(3-(4-methoxybenzyl)-1,2,4-oxadiazol-5-yl)-3-methylbutylcarbamate

Chemical Property:

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Technology Process of (S)-tert-butyl 1-(3-(4-methoxybenzyl)-1,2,4-oxadiazol-5-yl)-3-methylbutylcarbamate

There total 2 articles about (S)-tert-butyl 1-(3-(4-methoxybenzyl)-1,2,4-oxadiazol-5-yl)-3-methylbutylcarbamate 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:

N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) → (S)-tert-butyl 1-(3-(4-methoxybenzyl)-1,2,4-oxadiazol-5-yl)-3-methylbutylcarbamate (1345020-48-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 4-methyl-morpholine / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

2: tetrahydrofuran; toluene / 0.08 h / 160 °C / Inert atmosphere

With 4-methyl-morpholine; In tetrahydrofuran; toluene;

DOI:10.1039/c1ob06055d

Reference yield:

N’-hydroxy-2-(4-methoxyphenyl)ethanimidamide (6965-38-4) + 2-tert-butoxycarbonylamino-4-methyl-pentanoic acid 4,6-dimethoxy-[1,3,5]triazin-2-yl ester (345911-00-4) → (S)-tert-butyl 1-(3-(4-methoxybenzyl)-1,2,4-oxadiazol-5-yl)-3-methylbutylcarbamate (1345020-48-5)

Guidance literature:

In tetrahydrofuran; toluene; at 160 ℃; for 0.0833333h; Inert atmosphere;

DOI:10.1039/c1ob06055d

Reference yield: 95.0%

(S)-tert-butyl 1-(3-(4-methoxybenzyl)-1,2,4-oxadiazol-5-yl)-3-methylbutylcarbamate (1345020-48-5) → (S)-1-(3-(4-methoxybenzyl)-1,2,4-oxadiazol-5-yl)-3-methylbutan-1-amine (1345020-49-6)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2.5h; Inert atmosphere;

DOI:10.1039/c1ob06055d

upstream raw materials:

N-tert-butoxycarbonyl-L-leucine

N’-hydroxy-2-(4-methoxyphenyl)ethanimidamide

2-tert-butoxycarbonylamino-4-methyl-pentanoic acid 4,6-dimethoxy-[1,3,5]triazin-2-yl ester

Downstream raw materials:

(S)-1-(3-(4-methoxybenzyl)-1,2,4-oxadiazol-5-yl)-3-methylbutan-1-amine

(S)-1-(3-(4-methoxybenzyl)-1,2,4-oxadiazol-5-yl)-3-methyl-N-((R)-2,2,2(trifluoro-1-methoxy-1-phenylethyl))butan-1-amine

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