[2-(3-tert-butoxycarbonylamino-2-oxopyrrolidin-1-ylmethyl)-4-cyanophenoxy]acetic acid methyl ester

Base Information

Chemical Name:[2-(3-tert-butoxycarbonylamino-2-oxopyrrolidin-1-ylmethyl)-4-cyanophenoxy]acetic acid methyl ester
CAS No.:245761-08-4
Molecular Formula:C₂₀H₂₅N₃O₆
Molecular Weight:403.435
Hs Code.:

Synonyms:[2-(3-tert-butoxycarbonylamino-2-oxopyrrolidin-1-ylmethyl)-4-cyanophenoxy]acetic acid methyl ester

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Chemical Property of [2-(3-tert-butoxycarbonylamino-2-oxopyrrolidin-1-ylmethyl)-4-cyanophenoxy]acetic acid methyl ester

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Technology Process of [2-(3-tert-butoxycarbonylamino-2-oxopyrrolidin-1-ylmethyl)-4-cyanophenoxy]acetic acid methyl ester

There total 4 articles about [2-(3-tert-butoxycarbonylamino-2-oxopyrrolidin-1-ylmethyl)-4-cyanophenoxy]acetic acid methyl 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:

: 92235-34-2
(2-oxopyrrolidin-3-(S)-yl)carbamic acid tert-butyl ester

: 186552-03-4
(2-bromomethyl-4-cyanophenoxy)acetic acid methyl ester

: 245761-08-4
[2-(3-tert-butoxycarbonylamino-2-oxopyrrolidin-1-ylmethyl)-4-cyanophenoxy]acetic acid methyl ester

Guidance literature:: (2-oxopyrrolidin-3-(S)-yl)carbamic acid tert-butyl ester; With sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; at 0 ℃; for 0.0833333h;

(2-bromomethyl-4-cyanophenoxy)acetic acid methyl ester; In tetrahydrofuran; at 0 ℃; for 4h;
DOI:10.1021/jm990041+

Reference yield:

: 15777-70-5
4-hydroxy-3-methylbenzonitrile

: 245761-08-4
[2-(3-tert-butoxycarbonylamino-2-oxopyrrolidin-1-ylmethyl)-4-cyanophenoxy]acetic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 76 percent / K₂CO₃; tetrabutylammonium iodide / dimethylformamide / 16 h / 80 °C

2.1: N-bromosuccinimide; benzoyl peroxide / CCl₄ / 16 h / Heating

3.1: NaH / tetrahydrofuran; dimethylformamide / 0.08 h / 0 °C

3.2: tetrahydrofuran / 4 h / 0 °C

With N-Bromosuccinimide; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; dibenzoyl peroxide; In tetrahydrofuran; tetrachloromethane; N,N-dimethyl-formamide; 1.1: Alkylation / 2.1: Bromination / 3.1: Metallation / 3.2: Substitution;
DOI:10.1021/jm990041+

Reference yield:

: 41963-20-6
4-bromo-3-methylbenzonirtile

: 245761-08-4
[2-(3-tert-butoxycarbonylamino-2-oxopyrrolidin-1-ylmethyl)-4-cyanophenoxy]acetic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: t-BuLi / pentane; tetrahydrofuran / 0.08 h / -78 °C

1.2: CuBr*Me₂S / tetrahydrofuran; pentane / 0.17 h / -78 °C

1.3: 36 percent / O₂ / tetrahydrofuran; pentane / 16 h / 20 °C

2.1: 76 percent / K₂CO₃; tetrabutylammonium iodide / dimethylformamide / 16 h / 80 °C

3.1: N-bromosuccinimide; benzoyl peroxide / CCl₄ / 16 h / Heating

4.1: NaH / tetrahydrofuran; dimethylformamide / 0.08 h / 0 °C

4.2: tetrahydrofuran / 4 h / 0 °C

With N-Bromosuccinimide; tert.-butyl lithium; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; dibenzoyl peroxide; In tetrahydrofuran; tetrachloromethane; N,N-dimethyl-formamide; pentane; 1.1: Metallation / 1.2: Substitution / 1.3: Oxidation / 2.1: Alkylation / 3.1: Bromination / 4.1: Metallation / 4.2: Substitution;
DOI:10.1021/jm990041+