[4-(3-isopropyl-4-methoxymethoxy-5-phenylethynylbenzyl)-3,5-dimethylphenoxy]acetic acid tert-butyl ester

Base Information

Chemical Name:[4-(3-isopropyl-4-methoxymethoxy-5-phenylethynylbenzyl)-3,5-dimethylphenoxy]acetic acid tert-butyl ester
CAS No.:446312-33-0
Molecular Formula:C₃₄H₄₀O₅
Molecular Weight:528.689
Hs Code.:

Synonyms:[4-(3-isopropyl-4-methoxymethoxy-5-phenylethynylbenzyl)-3,5-dimethylphenoxy]acetic acid tert-butyl ester

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Chemical Property of [4-(3-isopropyl-4-methoxymethoxy-5-phenylethynylbenzyl)-3,5-dimethylphenoxy]acetic acid tert-butyl ester

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Technology Process of [4-(3-isopropyl-4-methoxymethoxy-5-phenylethynylbenzyl)-3,5-dimethylphenoxy]acetic acid tert-butyl ester

There total 4 articles about [4-(3-isopropyl-4-methoxymethoxy-5-phenylethynylbenzyl)-3,5-dimethylphenoxy]acetic acid tert-butyl 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: 82.0%

: 107-59-5
tert-Butyl chloroacetate

: 446312-31-8
4-(3-isopropyl-4-methoxymethoxy-5-phenylethynylbenzyl)-3,5-dimethylphenol

: 446312-33-0
[4-(3-isopropyl-4-methoxymethoxy-5-phenylethynylbenzyl)-3,5-dimethylphenoxy]acetic acid tert-butyl ester

Guidance literature:: With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;
DOI:10.1021/jm0201013

Reference yield:

: 536-74-3
phenylacetylene

: 446312-33-0
[4-(3-isopropyl-4-methoxymethoxy-5-phenylethynylbenzyl)-3,5-dimethylphenoxy]acetic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

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

1.2: methoxy-9-BBN / tetrahydrofuran; toluene; hexane / 2 h

1.3: 202 mg / PdCl₂(PPh₃)2 / tetrahydrofuran; toluene; hexane / 18 h / Heating

2.1: 87 percent / Bu₄NF / tetrahydrofuran

3.1: 82 percent / Cs₂CO₃ / dimethylformamide / 0.5 h / 20 °C

With tetrabutyl ammonium fluoride; potassium hexamethylsilazane; caesium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; 1.1: Suzuki-Miyaura coupling;
DOI:10.1021/jm0201013

Reference yield:

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

: 446312-33-0
[4-(3-isopropyl-4-methoxymethoxy-5-phenylethynylbenzyl)-3,5-dimethylphenoxy]acetic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 2 h / -78 - 20 °C

1.2: N-iodosuccinimide / tetrahydrofuran; hexane / 5 h / 20 °C

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

2.2: methoxy-9-BBN / tetrahydrofuran; toluene; hexane / 2 h

2.3: 202 mg / PdCl₂(PPh₃)2 / tetrahydrofuran; toluene; hexane / 18 h / Heating

3.1: 87 percent / Bu₄NF / tetrahydrofuran

4.1: 82 percent / Cs₂CO₃ / dimethylformamide / 0.5 h / 20 °C

With n-butyllithium; tetrabutyl ammonium fluoride; potassium hexamethylsilazane; caesium carbonate; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; toluene; 2.1: Suzuki-Miyaura coupling;
DOI:10.1021/jm0201013