Technology Process of 5-Heptynal, 2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-, (2S)-
There total 1 articles about 5-Heptynal, 2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-, (2S)- which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 steps
1: N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h / Inert atmosphere; Reflux
2: triphenylphosphine / tetrahydrofuran / 4 h / Reflux; Inert atmosphere
3: 1,2-diamino-benzene; iron(III)-acetylacetonate / diethyl ether / 1.5 h / 0 - 20 °C / Inert atmosphere
4: 2,6-dimethylpyridine / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere
5: dimethylboron bromide / dichloromethane / 1.5 h / -78 °C / Inert atmosphere
6: sulfur trioxide pyridine complex; triethylamine / dichloromethane; dimethyl sulfoxide / 3 h / 0 °C / Inert atmosphere
With
2,6-dimethylpyridine; iron(III)-acetylacetonate; dimethylboron bromide; sulfur trioxide pyridine complex; triethylamine; N-ethyl-N,N-diisopropylamine; 1,2-diamino-benzene; triphenylphosphine;
In
tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide;
2: |Wittig Olefination;
DOI:10.1002/chem.201404873
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: diethyl ether / 1 h / -100 °C
1.2: 85 percent / NaBO3*4H2O / tetrahydrofuran; H2O / 12 h / 25 °C
2.1: 85 percent / 2,6-di-tert-butyl-4-methyl pyridine / CH2Cl2 / 24 h / 40 °C
3.1: 85 percent / K3[Fe(CN)6]; K2CO3; (DHQ)2*PYR / OsO4 / 2-methyl-propan-2-ol; H2O / 12 h / 0 °C
4.1: 99 percent / CSA / toluene / 12 h / 110 °C
5.1: 70 percent / DIBAL-H / CH2Cl2 / 0.5 h / -78 °C
6.1: 95 percent / SO3*py; Et3N / dimethylsulfoxide; CH2Cl2 / 0.5 h / 0 - 25 °C
With
2,6-di-tert-butyl-4-methylpyridine; (8a,9R,8′′′a,9′′′R)-9,9′-[(2,5-diphenylpyrimidine-4,6-diyl)bis(oxy)]bis(6′-methoxy-10,11-dihydrocinchonan); pyridine-SO3 complex; camphor-10-sulfonic acid; diisobutylaluminium hydride; potassium carbonate; triethylamine; potassium hexacyanoferrate(III);
osmium(VIII) oxide;
In
diethyl ether; dichloromethane; water; dimethyl sulfoxide; toluene; tert-butyl alcohol;
DOI:10.1002/1521-3773(20011015)40:20<3849::AID-ANIE3849>3.0.CO;2-M
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: diethyl ether / 1 h / -100 °C
1.2: 85 percent / NaBO3*4H2O / tetrahydrofuran; H2O / 12 h / 25 °C
2.1: 85 percent / 2,6-di-tert-butyl-4-methyl pyridine / CH2Cl2 / 24 h / 40 °C
3.1: 85 percent / K3[Fe(CN)6]; K2CO3; (DHQ)2*PYR / OsO4 / 2-methyl-propan-2-ol; H2O / 12 h / 0 °C
4.1: 99 percent / CSA / toluene / 12 h / 110 °C
With
2,6-di-tert-butyl-4-methylpyridine; (8a,9R,8′′′a,9′′′R)-9,9′-[(2,5-diphenylpyrimidine-4,6-diyl)bis(oxy)]bis(6′-methoxy-10,11-dihydrocinchonan); camphor-10-sulfonic acid; potassium carbonate; potassium hexacyanoferrate(III);
osmium(VIII) oxide;
In
diethyl ether; dichloromethane; water; toluene; tert-butyl alcohol;
DOI:10.1002/1521-3773(20011015)40:20<3849::AID-ANIE3849>3.0.CO;2-M