Technology Process of (2E,7E)-(4R,5S,6R)-5-Benzyloxy-8-(tert-butyl-diphenyl-silanyloxymethyl)-6-ethyl-4-methyl-deca-2,7-dienal
There total 13 articles about (2E,7E)-(4R,5S,6R)-5-Benzyloxy-8-(tert-butyl-diphenyl-silanyloxymethyl)-6-ethyl-4-methyl-deca-2,7-dienal which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
Dess-Martin periodane;
In
dichloromethane;
DOI:10.1021/ol0521329
- Guidance literature:
-
Multi-step reaction with 12 steps
1: TBHP; Ti(O-iPr)4; D-tartaric acid diethyl ester / -23 °C
2: 62 percent / CuI / diethyl ether / -50 - -40 °C
3: 52 percent / RuCl2(PPh3)3 / benzene
4: 76 percent / benzene / Heating
5: 84 percent / NaH / tetrahydrofuran
6: 94 percent / DIBAL-H
7: 91 percent / triethylamine
8: 84 percent / 1,3-dithiane; BF3*Et2O
9: 89 percent / PDC / CH2Cl2
10: 92 percent / benzene
11: 97 percent / DIBAL-H
12: 98 percent / Dess-Martin periodinane / CH2Cl2
With
1,3 dithiane; titanium(IV) isopropylate; tert.-butylhydroperoxide; copper(l) iodide; dipyridinium dichromate; tris(triphenylphosphine)ruthenium(II) chloride; diethyl (2S,3S)-tartrate; boron trifluoride diethyl etherate; sodium hydride; diisobutylaluminium hydride; Dess-Martin periodane; triethylamine;
In
tetrahydrofuran; diethyl ether; dichloromethane; benzene;
4: Horner-Wittig reaction / 12: Dess-Martin oxidation;
DOI:10.1021/ol0521329
- Guidance literature:
-
Multi-step reaction with 13 steps
1: 90 percent / DIBAL-H / CH2Cl2 / -78 °C
2: TBHP; Ti(O-iPr)4; D-tartaric acid diethyl ester / -23 °C
3: 62 percent / CuI / diethyl ether / -50 - -40 °C
4: 52 percent / RuCl2(PPh3)3 / benzene
5: 76 percent / benzene / Heating
6: 84 percent / NaH / tetrahydrofuran
7: 94 percent / DIBAL-H
8: 91 percent / triethylamine
9: 84 percent / 1,3-dithiane; BF3*Et2O
10: 89 percent / PDC / CH2Cl2
11: 92 percent / benzene
12: 97 percent / DIBAL-H
13: 98 percent / Dess-Martin periodinane / CH2Cl2
With
1,3 dithiane; titanium(IV) isopropylate; tert.-butylhydroperoxide; copper(l) iodide; dipyridinium dichromate; tris(triphenylphosphine)ruthenium(II) chloride; diethyl (2S,3S)-tartrate; boron trifluoride diethyl etherate; sodium hydride; diisobutylaluminium hydride; Dess-Martin periodane; triethylamine;
In
tetrahydrofuran; diethyl ether; dichloromethane; benzene;
5: Horner-Wittig reaction / 13: Dess-Martin oxidation;
DOI:10.1021/ol0521329