Technology Process of (1R,3R,8E)-1-allyl-3-[1-(tert-butyl)-1,1-diphenylsilyl]oxy-5,7-dioxo-9-phenyl-8-nonenyl acrylate
There total 9 articles about (1R,3R,8E)-1-allyl-3-[1-(tert-butyl)-1,1-diphenylsilyl]oxy-5,7-dioxo-9-phenyl-8-nonenyl acrylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
Dess-Martin periodane;
In
dichloromethane;
at 20 ℃;
for 1h;
DOI:10.1021/jo060028e
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: (+)-Ipc2BOMe / diethyl ether / 0 - 20 °C
1.2: diethyl ether / 4 h / -100 °C
1.3: NaOH; H2O2 / diethyl ether; H2O / 20 °C
2.1: 94 percent / Et3N / CH2Cl2 / 2 h / 0 °C
3.1: 89 percent / TsOH*2H2O / tetrahydrofuran; H2O / 7 h / 20 °C
4.1: 88 percent / Et3N; oxalyl chloride; DMSO / CH2Cl2 / -78 - 20 °C
5.1: LDA / tetrahydrofuran; hexane / 0.75 h / -78 °C
5.2: 63 percent / tetrahydrofuran; hexane / 0.75 h / -78 °C
6.1: 87 percent / Dess-Martin periodinane / CH2Cl2 / 1 h / 20 °C
With
oxalyl dichloride; Dess-Martin periodane; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; (+)-B-methoxydiisocamphenylborane; lithium diisopropyl amide;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane; water;
1.2: Brown asymmetric alkylation / 4.1: Swern oxidation;
DOI:10.1021/jo060028e
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: N-methylmorpholine N-oxide; OsO4 / tetrahydrofuran; H2O / 10 h / 20 °C
1.2: 84 percent / NaIO4 / tetrahydrofuran; H2O / 2 h / 20 °C
2.1: (+)-Ipc2BOMe / diethyl ether / 0 - 20 °C
2.2: diethyl ether / 4 h / -100 °C
2.3: NaOH; H2O2 / diethyl ether; H2O / 20 °C
3.1: 94 percent / Et3N / CH2Cl2 / 2 h / 0 °C
4.1: 89 percent / TsOH*2H2O / tetrahydrofuran; H2O / 7 h / 20 °C
5.1: 88 percent / Et3N; oxalyl chloride; DMSO / CH2Cl2 / -78 - 20 °C
6.1: LDA / tetrahydrofuran; hexane / 0.75 h / -78 °C
6.2: 63 percent / tetrahydrofuran; hexane / 0.75 h / -78 °C
7.1: 87 percent / Dess-Martin periodinane / CH2Cl2 / 1 h / 20 °C
With
osmium(VIII) oxide; oxalyl dichloride; Dess-Martin periodane; toluene-4-sulfonic acid; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; (+)-B-methoxydiisocamphenylborane; lithium diisopropyl amide;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane; water;
2.2: Brown asymmetric alkylation / 5.1: Swern oxidation;
DOI:10.1021/jo060028e
