Technology Process of 2,2-Dimethyl-propionic acid (5E,7Z)-(9S,10S,11R)-10-(4-methoxy-benzyloxy)-9,11-dimethyl-12-oxo-trideca-5,7-dienyl ester
There total 11 articles about 2,2-Dimethyl-propionic acid (5E,7Z)-(9S,10S,11R)-10-(4-methoxy-benzyloxy)-9,11-dimethyl-12-oxo-trideca-5,7-dienyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
Dess-Martin periodane;
In
dichloromethane;
for 0.166667h;
Ambient temperature;
DOI:10.1021/ja961374o
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 90 percent / NaH
2: 1.) O3, 2.) Me2S
4: lutidine
5: 83 percent / HF*pyridine / tetrahydrofuran / 6 h / Ambient temperature
6: Dess-Martin periodinane / CH2Cl2 / 0.17 h / Ambient temperature
7: 1.) NaHMDS, 2.) HMPA / 1.) THF, RT, 20 min, 2.) THF, RT, 1 h
8: 38 percent / 10percent aq. TlOH, Pd(PPh3)4 / tetrahydrofuran / 0.5 h / Heating
9: TBAF
10: 86 percent / Dess-Martin periodinane / CH2Cl2 / 0.17 h / Ambient temperature
With
N,N,N,N,N,N-hexamethylphosphoric triamide; tetrakis(triphenylphosphine) palladium(0); TlOH; dimethylsulfide; lutidine; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; sodium hydride; Dess-Martin periodane; pyridine hydrogenfluoride; ozone;
In
tetrahydrofuran; dichloromethane;
DOI:10.1021/ja961374o
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 48percent aq. HBr / 0.5 h / Ambient temperature
2: 90 percent / NaH
3: 1.) O3, 2.) Me2S
5: lutidine
6: 83 percent / HF*pyridine / tetrahydrofuran / 6 h / Ambient temperature
7: Dess-Martin periodinane / CH2Cl2 / 0.17 h / Ambient temperature
8: 1.) NaHMDS, 2.) HMPA / 1.) THF, RT, 20 min, 2.) THF, RT, 1 h
9: 38 percent / 10percent aq. TlOH, Pd(PPh3)4 / tetrahydrofuran / 0.5 h / Heating
10: TBAF
11: 86 percent / Dess-Martin periodinane / CH2Cl2 / 0.17 h / Ambient temperature
With
N,N,N,N,N,N-hexamethylphosphoric triamide; tetrakis(triphenylphosphine) palladium(0); TlOH; dimethylsulfide; lutidine; tetrabutyl ammonium fluoride; hydrogen bromide; sodium hexamethyldisilazane; sodium hydride; Dess-Martin periodane; pyridine hydrogenfluoride; ozone;
In
tetrahydrofuran; dichloromethane;
DOI:10.1021/ja961374o
