2',6'-di-tert-butyl-4'-methylphenyl (2R,3S,4R,5S)-3-hydroxy-5-(p-methoxybenzyloxy)-2-(methoxymethyleneoxy)-2-methyl-4-(2E-2-methyl-3-trimethylsilylprop-2-enyl)-decanoate

Base Information

Chemical Name:2',6'-di-tert-butyl-4'-methylphenyl (2R,3S,4R,5S)-3-hydroxy-5-(p-methoxybenzyloxy)-2-(methoxymethyleneoxy)-2-methyl-4-(2E-2-methyl-3-trimethylsilylprop-2-enyl)-decanoate
CAS No.:327165-43-5
Molecular Formula:C₄₃H₇₀O₇Si
Molecular Weight:727.11
Hs Code.:

2',6'-di-tert-butyl-4'-methylphenyl (2R,3S,4R,5S)-3-hydroxy-5-(p-methoxybenzyloxy)-2-(methoxymethyleneoxy)-2-methyl-4-(2E-2-methyl-3-trimethylsilylprop-2-enyl)-decanoate

Synonyms:2',6'-di-tert-butyl-4'-methylphenyl (2R,3S,4R,5S)-3-hydroxy-5-(p-methoxybenzyloxy)-2-(methoxymethyleneoxy)-2-methyl-4-(2E-2-methyl-3-trimethylsilylprop-2-enyl)-decanoate

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Chemical Property of 2',6'-di-tert-butyl-4'-methylphenyl (2R,3S,4R,5S)-3-hydroxy-5-(p-methoxybenzyloxy)-2-(methoxymethyleneoxy)-2-methyl-4-(2E-2-methyl-3-trimethylsilylprop-2-enyl)-decanoate

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Technology Process of 2',6'-di-tert-butyl-4'-methylphenyl (2R,3S,4R,5S)-3-hydroxy-5-(p-methoxybenzyloxy)-2-(methoxymethyleneoxy)-2-methyl-4-(2E-2-methyl-3-trimethylsilylprop-2-enyl)-decanoate

There total 15 articles about 2',6'-di-tert-butyl-4'-methylphenyl (2R,3S,4R,5S)-3-hydroxy-5-(p-methoxybenzyloxy)-2-(methoxymethyleneoxy)-2-methyl-4-(2E-2-methyl-3-trimethylsilylprop-2-enyl)-decanoate 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:

: 327165-58-2
(2R,3S)-2-(2-methyl-3-trimethylsilyl-E-prop-2-en-1-yl)-3-(p-methoxybenzyloxy)octanal

: 2-methoxymethoxy-propionic acid 2,6-di-tert-butyl-4-methyl-phenyl ester

: 327165-43-5
2',6'-di-tert-butyl-4'-methylphenyl (2R,3S,4R,5S)-3-hydroxy-5-(p-methoxybenzyloxy)-2-(methoxymethyleneoxy)-2-methyl-4-(2E-2-methyl-3-trimethylsilylprop-2-enyl)-decanoate

: 2',6'-di-t-butyl-4'-methylphenyl-(2S,3R,4R,5S)-3-hydroxy-5-p-methoxybenzyloxy-2-methoxymethyleneoxy-2-methyl-4-(E-2'-methyl-3-trimethylsilylprop-2-enyl)decanoate

Guidance literature:: 2-methoxymethoxy-propionic acid 2,6-di-tert-butyl-4-methyl-phenyl ester; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 - -50 ℃; for 0.166667h;

(2R,3S)-2-(2-methyl-3-trimethylsilyl-E-prop-2-en-1-yl)-3-(p-methoxybenzyloxy)octanal; In tetrahydrofuran; hexane; at -95 - -78 ℃; for 2h; Title compound not separated from byproducts;
DOI:10.1021/ja048493l

Reference yield:

: 327165-42-4
(1E,4R,5S)-4-hydroxymethyl-5-p-methoxybenzyloxy-2-methyl-1-trimethylsilyl-1-decene

: 327165-43-5
2',6'-di-tert-butyl-4'-methylphenyl (2R,3S,4R,5S)-3-hydroxy-5-(p-methoxybenzyloxy)-2-(methoxymethyleneoxy)-2-methyl-4-(2E-2-methyl-3-trimethylsilylprop-2-enyl)-decanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

2.1: LDA / tetrahydrofuran; hexane / 0.17 h / -78 - -50 °C

2.2: tetrahydrofuran; hexane / 2 h / -95 - -78 °C

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; 1.1: Swern oxidation;
DOI:10.1021/ja048493l

Reference yield:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 327165-43-5
2',6'-di-tert-butyl-4'-methylphenyl (2R,3S,4R,5S)-3-hydroxy-5-(p-methoxybenzyloxy)-2-(methoxymethyleneoxy)-2-methyl-4-(2E-2-methyl-3-trimethylsilylprop-2-enyl)-decanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 434 mg / PPTS / CH₂Cl₂ / 3 h / 20 °C

2.1: 91 percent / DIBAL-H / toluene; hexane / 32 h / 20 °C

3.1: oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

4.1: LDA / tetrahydrofuran; hexane / 0.17 h / -78 - -50 °C

4.2: tetrahydrofuran; hexane / 2 h / -95 - -78 °C

With oxalyl dichloride; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; toluene; 3.1: Swern oxidation;
DOI:10.1021/ja048493l