{2-[1-(3,4-Dimethoxy-phenyl)-vinyl]-hex-5-enyl}-hydroxymethyl-carbamic acid methyl ester

Base Information

Chemical Name:{2-[1-(3,4-Dimethoxy-phenyl)-vinyl]-hex-5-enyl}-hydroxymethyl-carbamic acid methyl ester
CAS No.:97580-39-7
Molecular Formula:C₁₉H₂₇NO₅
Molecular Weight:349.427
Hs Code.:

Synonyms:{2-[1-(3,4-Dimethoxy-phenyl)-vinyl]-hex-5-enyl}-hydroxymethyl-carbamic acid methyl ester

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Chemical Property of {2-[1-(3,4-Dimethoxy-phenyl)-vinyl]-hex-5-enyl}-hydroxymethyl-carbamic acid methyl ester

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Technology Process of {2-[1-(3,4-Dimethoxy-phenyl)-vinyl]-hex-5-enyl}-hydroxymethyl-carbamic acid methyl ester

There total 6 articles about {2-[1-(3,4-Dimethoxy-phenyl)-vinyl]-hex-5-enyl}-hydroxymethyl-carbamic 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: 56.0%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 97580-36-4
{2-[1-(3,4-Dimethoxy-phenyl)-vinyl]-hex-5-enyl}-carbamic acid methyl ester

: 97580-39-7
{2-[1-(3,4-Dimethoxy-phenyl)-vinyl]-hex-5-enyl}-hydroxymethyl-carbamic acid methyl ester

Guidance literature:: With caesium carbonate; In tetrahydrofuran; for 15h; Ambient temperature;
DOI:10.1021/jo00354a035

Reference yield:

: 67409-10-3
ethyl (E)-3-(3,4-dimethoxyphenyl)-2-butenoate

: 97580-39-7
{2-[1-(3,4-Dimethoxy-phenyl)-vinyl]-hex-5-enyl}-hydroxymethyl-carbamic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) n-BuLi, diisopropylamine / 1.) hexane, THF, -78 deg C, 0.5 h, 2.) hexane, THF, RT, 1 h

2: 90 percent / LiAlH₄ / diethyl ether / 2 h / 0 °C

3: 73 percent / triphenylphosphine, diisopropyl azodicarboxylate / tetrahydrofuran / 14 h / Ambient temperature

4: hydrazine hydrate / ethanol / 3 h / Heating

5: Et₃N / CH₂Cl₂ / 1 h / Ambient temperature

6: 56 percent / Cs₂CO₃ / tetrahydrofuran / 15 h / Ambient temperature

With lithium aluminium tetrahydride; n-butyllithium; di-isopropyl azodicarboxylate; caesium carbonate; hydrazine hydrate; triethylamine; diisopropylamine; triphenylphosphine; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane;
DOI:10.1021/jo00354a035

Reference yield:

: 97580-27-3
2-[1-(3,4-Dimethoxy-phenyl)-vinyl]-hex-5-en-1-ol

: 97580-39-7
{2-[1-(3,4-Dimethoxy-phenyl)-vinyl]-hex-5-enyl}-hydroxymethyl-carbamic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 73 percent / triphenylphosphine, diisopropyl azodicarboxylate / tetrahydrofuran / 14 h / Ambient temperature

2: hydrazine hydrate / ethanol / 3 h / Heating

3: Et₃N / CH₂Cl₂ / 1 h / Ambient temperature

4: 56 percent / Cs₂CO₃ / tetrahydrofuran / 15 h / Ambient temperature

With di-isopropyl azodicarboxylate; caesium carbonate; hydrazine hydrate; triethylamine; triphenylphosphine; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/jo00354a035