{4-[3-(4-aminophenylethynyl)-5-isopropyl-4-methoxymethoxybenzyl]-3,5-dimethylphenoxy}acetic acid methyl ester

Base Information

Chemical Name:{4-[3-(4-aminophenylethynyl)-5-isopropyl-4-methoxymethoxybenzyl]-3,5-dimethylphenoxy}acetic acid methyl ester
CAS No.:446312-37-4
Molecular Formula:C₃₁H₃₅NO₅
Molecular Weight:501.623
Hs Code.:

Synonyms:{4-[3-(4-aminophenylethynyl)-5-isopropyl-4-methoxymethoxybenzyl]-3,5-dimethylphenoxy}acetic acid methyl ester

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Chemical Property of {4-[3-(4-aminophenylethynyl)-5-isopropyl-4-methoxymethoxybenzyl]-3,5-dimethylphenoxy}acetic acid methyl ester

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Technology Process of {4-[3-(4-aminophenylethynyl)-5-isopropyl-4-methoxymethoxybenzyl]-3,5-dimethylphenoxy}acetic acid methyl ester

There total 5 articles about {4-[3-(4-aminophenylethynyl)-5-isopropyl-4-methoxymethoxybenzyl]-3,5-dimethylphenoxy}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:

: 328236-46-0
3,5-dimethyl-4-(3'-isopropyl-4'-O-methoxymethylbenzyl)-O-triisopropylsilylphenol

: 446312-37-4
{4-[3-(4-aminophenylethynyl)-5-isopropyl-4-methoxymethoxybenzyl]-3,5-dimethylphenoxy}acetic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 93 percent / TBAF / tetrahydrofuran / 0.5 h / 20 °C

2.1: 78 percent / Cs₂CO₃ / dimethylformamide / 0.5 h / 20 °C

3.1: 99 percent / aq. HCl / tetrahydrofuran; methanol / 6 h / 20 °C

4.1: 61 percent / ICl; Et₃N / tetrahydrofuran; CH₂Cl₂ / -40 - 20 °C

5.1: 88 percent / Cs₂CO₃ / dimethylformamide / 0 - 20 °C

6.1: KHMDS / tetrahydrofuran; toluene / 0.5 h / -78 °C

6.2: methoxy-9-BBN / tetrahydrofuran; toluene; hexane / 2 h / -78 °C

6.3: 58 percent / PdCl₂(PPh₃)2 / tetrahydrofuran; toluene; hexane / 15 h / Heating

With hydrogenchloride; tetrabutyl ammonium fluoride; Iodine monochloride; potassium hexamethylsilazane; caesium carbonate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; 6.3: Suzuki-Miyaura coupling;
DOI:10.1021/ja0440093

Reference yield:

: 863639-45-6
methyl 2-(4-(4-hydroxy-3-isopropylbenzyl)-3,5-dimethylphenoxy)acetate

: 446312-37-4
{4-[3-(4-aminophenylethynyl)-5-isopropyl-4-methoxymethoxybenzyl]-3,5-dimethylphenoxy}acetic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 61 percent / ICl; Et₃N / tetrahydrofuran; CH₂Cl₂ / -40 - 20 °C

2.1: 88 percent / Cs₂CO₃ / dimethylformamide / 0 - 20 °C

3.1: KHMDS / tetrahydrofuran; toluene / 0.5 h / -78 °C

3.2: methoxy-9-BBN / tetrahydrofuran; toluene; hexane / 2 h / -78 °C

3.3: 58 percent / PdCl₂(PPh₃)2 / tetrahydrofuran; toluene; hexane / 15 h / Heating

With Iodine monochloride; potassium hexamethylsilazane; caesium carbonate; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; 3.3: Suzuki-Miyaura coupling;
DOI:10.1021/ja0440093

Reference yield:

: 851227-20-8
[4-(3-isopropyl-4-methoxymethoxybenzyl)-3,5-dimethylphenoxy]acetic acid methyl ester

: 446312-37-4
{4-[3-(4-aminophenylethynyl)-5-isopropyl-4-methoxymethoxybenzyl]-3,5-dimethylphenoxy}acetic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 99 percent / aq. HCl / tetrahydrofuran; methanol / 6 h / 20 °C

2.1: 61 percent / ICl; Et₃N / tetrahydrofuran; CH₂Cl₂ / -40 - 20 °C

3.1: 88 percent / Cs₂CO₃ / dimethylformamide / 0 - 20 °C

4.1: KHMDS / tetrahydrofuran; toluene / 0.5 h / -78 °C

4.2: methoxy-9-BBN / tetrahydrofuran; toluene; hexane / 2 h / -78 °C

4.3: 58 percent / PdCl₂(PPh₃)2 / tetrahydrofuran; toluene; hexane / 15 h / Heating

With hydrogenchloride; Iodine monochloride; potassium hexamethylsilazane; caesium carbonate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; 4.3: Suzuki-Miyaura coupling;
DOI:10.1021/ja0440093