Technology Process of (tert-butyl)({(2S,3S,4S)-2-ethyl-3-[(4-methoxybenzyl)oxy]-4-methylhex-5-en-1-yl}oxy)diphenylsilane
There total 9 articles about (tert-butyl)({(2S,3S,4S)-2-ethyl-3-[(4-methoxybenzyl)oxy]-4-methylhex-5-en-1-yl}oxy)diphenylsilane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(methylidene)triphenylphosphonium iodide;
With
potassium tert-butylate;
In
tetrahydrofuran;
at -5 - 0 ℃;
for 3h;
C32H42O4Si;
In
tetrahydrofuran;
at 0 ℃;
for 3h;
DOI:10.1002/hlca.201300326
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: sodium periodate; sodium hydrogencarbonate / dichloromethane; water / 10 h / 0 - 20 °C
2.1: dichloromethane / 3 h / 0 - 20 °C
3.1: 1H-imidazole / dichloromethane / 3 h / 0 - 20 °C
4.1: diisobutylaluminium hydride / dichloromethane; hexane / 2 h / -10 - 0 °C
5.1: D-(-)-diisopropyl tartrate; titanium(IV) isopropylate; Cumene hydroperoxide / dichloromethane / 3 h / -20 °C / Molecular sieve
6.1: copper(l) iodide / hexane; diethyl ether / 20 h / -20 °C
6.2: 10 h / 20 °C
7.1: toluene-4-sulfonic acid / dichloromethane / 2 h / 20 °C
8.1: diisobutylaluminium hydride / dichloromethane; hexane / 3 h / -20 - 0 °C
9.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C
9.2: -30 °C
10.1: potassium tert-butylate / tetrahydrofuran / 3 h / -5 - 0 °C
10.2: 3 h / 0 °C
With
1H-imidazole; titanium(IV) isopropylate; sodium periodate; copper(l) iodide; oxalyl dichloride; Cumene hydroperoxide; potassium tert-butylate; diisobutylaluminium hydride; sodium hydrogencarbonate; D-(-)-diisopropyl tartrate; toluene-4-sulfonic acid; dimethyl sulfoxide;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane; water;
2.1: |Wittig Olefination / 5.1: |Sharpless Asymmetric Epoxidation / 9.1: |Swern Oxidation / 9.2: |Swern Oxidation / 10.1: |Wittig Olefination / 10.2: |Wittig Olefination;
DOI:10.1002/hlca.201300326
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 1H-imidazole / dichloromethane / 3 h / 0 - 20 °C
2.1: diisobutylaluminium hydride / dichloromethane; hexane / 2 h / -10 - 0 °C
3.1: D-(-)-diisopropyl tartrate; titanium(IV) isopropylate; Cumene hydroperoxide / dichloromethane / 3 h / -20 °C / Molecular sieve
4.1: copper(l) iodide / hexane; diethyl ether / 20 h / -20 °C
4.2: 10 h / 20 °C
5.1: toluene-4-sulfonic acid / dichloromethane / 2 h / 20 °C
6.1: diisobutylaluminium hydride / dichloromethane; hexane / 3 h / -20 - 0 °C
7.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C
7.2: -30 °C
8.1: potassium tert-butylate / tetrahydrofuran / 3 h / -5 - 0 °C
8.2: 3 h / 0 °C
With
1H-imidazole; titanium(IV) isopropylate; copper(l) iodide; oxalyl dichloride; Cumene hydroperoxide; potassium tert-butylate; diisobutylaluminium hydride; D-(-)-diisopropyl tartrate; toluene-4-sulfonic acid; dimethyl sulfoxide;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane;
3.1: |Sharpless Asymmetric Epoxidation / 7.1: |Swern Oxidation / 7.2: |Swern Oxidation / 8.1: |Wittig Olefination / 8.2: |Wittig Olefination;
DOI:10.1002/hlca.201300326