Serricornin synthesis
- Product Name:Serricornin
- CAS Number:72598-35-7
- Molecular formula:C11H22O2
- Molecular Weight:186.29
16958-19-3
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Yield:-
Steps:
Multi-step reaction with 6 steps
1: 1) titanium tetraisopropoxide, L-(+)-diethyltartrate, molecular sieves 4A, t-butyl hydroperoxide, 2) Me2S, aq. NaF / 1) CH2Cl2, ClCH2CH2Cl, -23 deg C, 2 h, 2) r.t., 24 h
2: 1) (COCl)2/DMSO, 2) Et3N / 1) 1) CH2Cl2, -78 deg C, 30 min, 2) r.t., 1 h
3: tetrahydrofuran / 2 h / 0 °C
4: formic acid, Et3N / Pd2(dba)3CHCl3-P(OMe)3 / dioxane / 2 h / Ambient temperature; var. phosphorus ligands; var. times; var. concentrations of formic acid
5: 83 percent / H2 / 5percent Pd/C / methanol / 24 h / Ambient temperature
6: p-TsOH / tetrahydrofuran; H2O / 5 h / 50 °C
References:
Shimizu;Hayashi;Ide;Oshima [Tetrahedron,1991,vol. 47,# 18-19,p. 2991 - 2998]
86535-07-1
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72598-35-7
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72598-35-7
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