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18162-48-6872-50-4Methylene ChloridenaphthaleneTHFTitanium Dioxide
ChemicalBook CAS DataBase List Serricornin
72598-35-7

Serricornin synthesis

6synthesis methods
(E)-2-Methyl-2-penten-1-ol

16958-19-3
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Serricornin

72598-35-7
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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]

3-Pentanol, 2-methyl-1-(phenylmethoxy)-, (2S,3S)-

86535-07-1
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Serricornin

72598-35-7
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References
Ethyllithium

811-49-4
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$140.00/4x25ml

2H-Pyran-2-one, 6-ethyltetrahydro-3,5-dimethyl-, (3S,5S,6S)-

90290-47-4
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Serricornin

72598-35-7
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References
L-threo-Pentitol, 3,4-anhydro-1,2-dideoxy-4-C-methyl-

76639-80-0
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Serricornin

72598-35-7
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References
1-Penten-3-one, 1-(3-ethyl-2-methyloxiranyl)-2-methyl-, [2S-[2α(E),3β]]- (9CI)

131026-15-8
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Serricornin

72598-35-7
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References