3-(4-methoxyphenyl)-(2Z)-propenyl diazoacetate

Base Information

Chemical Name:3-(4-methoxyphenyl)-(2Z)-propenyl diazoacetate
CAS No.:443149-79-9
Molecular Formula:C₁₂H₁₂N₂O₃
Molecular Weight:232.239
Hs Code.:

Synonyms:3-(4-methoxyphenyl)-(2Z)-propenyl diazoacetate

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Chemical Property of 3-(4-methoxyphenyl)-(2Z)-propenyl diazoacetate

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Technology Process of 3-(4-methoxyphenyl)-(2Z)-propenyl diazoacetate

There total 2 articles about 3-(4-methoxyphenyl)-(2Z)-propenyl diazoacetate 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: 65.0%

: 173542-65-9
(Z)-3-(4-methoxyphenyl)prop-2-en-1-ol

: glyoxylic acid chloride tosylhydrazone

: 443149-79-9
3-(4-methoxyphenyl)-(2Z)-propenyl diazoacetate

Guidance literature:: (Z)-3-(4-methoxyphenyl)prop-2-en-1-ol; glyoxylic acid chloride tosylhydrazone; With N,N-dimethyl-aniline; In dichloromethane; at 0 ℃; for 0.166667h;

With triethylamine; In dichloromethane; at 20 ℃; Further stages.;
DOI:10.1021/jo0110698

Reference yield:

: 37614-59-8
4-(4-methoxyphenyl)prop-2-yn-1-ol

: 443149-79-9
3-(4-methoxyphenyl)-(2Z)-propenyl diazoacetate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 84 percent / NaOH; H₂; ethylenediamine / Ni(OAc)2*4H₂O; NaBH₄ / ethanol / 72 h / 760.05 Torr

2.1: N,N-dimethylaniline / CH₂Cl₂ / 0.17 h / 0 °C

2.2: 65 percent / triethylamine / CH₂Cl₂ / 20 °C

With sodium hydroxide; hydrogen; N,N-dimethyl-aniline; ethylenediamine; sodium tetrahydroborate; nickel diacetate; In ethanol; dichloromethane; 2.2: Corey-Myers reaction;
DOI:10.1021/jo0110698

Reference yield:

: 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride

: 443149-79-9
3-(4-methoxyphenyl)-(2Z)-propenyl diazoacetate

: [1S-(1α,2α,3α)]-2-hydroxymethyl-3-(4-methoxyphenyl)-1-N-methoxy-N-methyl cyclopropanecarboxamide

: [1R-(1α,2α,3α)]-2-hydroxymethyl-3-(4-methoxyphenyl)-1-N-methoxy-N-methyl cyclopropanecarboxamide

Guidance literature:: 3-(4-methoxyphenyl)-(2Z)-propenyl diazoacetate; Rh₂[(2S)-5-hydroxypyrrolidine-2-COOMe]4; In dichloromethane; for 18h; Heating;

N,O-dimethylhydroxylamine*hydrochloride; With trimethylaluminum; In hexane; dichloromethane; at 20 ℃; Further stages. Title compound not separated from byproducts.;
DOI:10.1021/jo0110698