tert-butyl (1S)-1-(3-cyano-4-hydroxybenzyl)-2-oxo-2-(pentylamino)ethylcarbamate

Base Information

• Chemical Name: tert-butyl (1S)-1-(3-cyano-4-hydroxybenzyl)-2-oxo-2-(pentylamino)ethylcarbamate
• CAS No.: 221077-49-2
• Molecular Formula: C₂₀H₂₉N₃O₄
• Molecular Weight: 375.468

Synonyms:tert-butyl (1S)-1-(3-cyano-4-hydroxybenzyl)-2-oxo-2-(pentylamino)ethylcarbamate

Chemical Property of tert-butyl (1S)-1-(3-cyano-4-hydroxybenzyl)-2-oxo-2-(pentylamino)ethylcarbamate

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Technology Process of tert-butyl (1S)-1-(3-cyano-4-hydroxybenzyl)-2-oxo-2-(pentylamino)ethylcarbamate

There total 2 articles about tert-butyl (1S)-1-(3-cyano-4-hydroxybenzyl)-2-oxo-2-(pentylamino)ethylcarbamate 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: 38.0%

tert-butyl (1S)-1-(4-hydroxy-3-iodobenzyl)-2-oxo-2-(pentylamino)ethylcarbamate (221077-42-5) → tert-butyl (1S)-1-(3-cyano-4-hydroxybenzyl)-2-oxo-2-(pentylamino)ethylcarbamate (221077-49-2)

Guidance literature:

With zinc(II) cyanide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In DMF (N,N-dimethyl-formamide); at 80 ℃; for 16h;

Reference yield: 38.0%

dicyanozinc (557-21-1) + tert-butyl (1S)-1-(4-hydroxy-3-iodobenzyl)-2-oxo-2-(pentylamino)ethylcarbamate (221077-42-5) → tert-butyl (1S)-1-(3-cyano-4-hydroxybenzyl)-2-oxo-2-(pentylamino)ethylcarbamate (221077-49-2)

Guidance literature:

tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 80 ℃; for 16h;

DOI:10.1021/jm011100y

Reference yield: 94.0%

bromoacetic acid methyl ester (96-32-2) + tert-butyl (1S)-1-(3-cyano-4-hydroxybenzyl)-2-oxo-2-(pentylamino)ethylcarbamate (221077-49-2) → methyl 2-{4-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-oxo-3-(pentylamino)propyl]-2-cyanophenoxy}acetate (221077-50-5)

Guidance literature:

With potassium carbonate; In acetone; at 50 ℃;

DOI:10.1021/jm011100y

upstream raw materials:

dicyanozinc

tert-butyl (1S)-1-(4-hydroxy-3-iodobenzyl)-2-oxo-2-(pentylamino)ethylcarbamate

Downstream raw materials:

methyl 2-{4-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-oxo-3-(pentylamino)propyl]-2-cyanophenoxy}acetate

methyl 2-{4-[(2S)-2-({(2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoyl}amino)-3-oxo-3-(pentylamino)propyl]-2-cyanophenoxy}acetate

methyl 2-[4-[(2S)-2-({(2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoyl}amino)-3-oxo-3-(pentylamino)propyl]-2-(1(2H)-tetrazol-5-yl)phenoxy]acetate

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