Technology Process of (+/-)-3,4-dehydro-3-dehydroxy-2-demethoxy-1,2-dihydro-2,8-dioxocephalotaxine
There total 13 articles about (+/-)-3,4-dehydro-3-dehydroxy-2-demethoxy-1,2-dihydro-2,8-dioxocephalotaxine which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
With
N-iodo-succinimide; titanium tetrachloride;
In
methanol; dichloromethane;
at 20 ℃;
for 2h;
DOI:10.1021/ol017114f
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 88 percent / DEPC; Et3N / tetrahydrofuran / 20 °C
2: 94 percent / LHMDS; AgOTf / toluene; hexane / 3 h / 65 - 70 °C
3: dimethyldioxirane / 0.58 h / -78 - -30 °C
4: BF3*OEt2 / CH2Cl2 / 1 h / -45 - 0 °C
5: 76 percent / SO2Cl2; Et3N / CHCl3; pyridine / 20 °C
6: 87 percent / H2 / Pd/C / tetrahydrofuran; H2O / 5 h / 20 °C / 760 Torr
7: 80 percent / Dess-Martin periodinane / CHCl3 / 20 °C
8: 93 percent / tetrahydrofuran / -78 °C
9: 80 percent / Dess-Martin periodinane / CHCl3 / 20 °C
10: 71 percent / N-iodosuccinimide; TiCl4 / methanol; CH2Cl2 / 2 h / 20 °C
With
N-iodo-succinimide; sulfuryl dichloride; boron trifluoride diethyl etherate; hydrogen; silver trifluoromethanesulfonate; 3,3-dimethyldioxirane; titanium tetrachloride; Dess-Martin periodane; triethylamine; diethyl dicarbonate; lithium hexamethyldisilazane;
palladium on activated charcoal;
In
tetrahydrofuran; pyridine; methanol; hexane; dichloromethane; chloroform; water; toluene;
DOI:10.1021/ol017114f
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 84 percent / NaClO2; NaClP; TEMPO / aq. phosphate buffer; acetonitrile / 35 °C / pH 6.86
2: 88 percent / DEPC; Et3N / tetrahydrofuran / 20 °C
3: 94 percent / LHMDS; AgOTf / toluene; hexane / 3 h / 65 - 70 °C
4: dimethyldioxirane / 0.58 h / -78 - -30 °C
5: BF3*OEt2 / CH2Cl2 / 1 h / -45 - 0 °C
6: 76 percent / SO2Cl2; Et3N / CHCl3; pyridine / 20 °C
7: 87 percent / H2 / Pd/C / tetrahydrofuran; H2O / 5 h / 20 °C / 760 Torr
8: 80 percent / Dess-Martin periodinane / CHCl3 / 20 °C
9: 93 percent / tetrahydrofuran / -78 °C
10: 80 percent / Dess-Martin periodinane / CHCl3 / 20 °C
11: 71 percent / N-iodosuccinimide; TiCl4 / methanol; CH2Cl2 / 2 h / 20 °C
With
2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium chlorite; N-iodo-succinimide; sulfuryl dichloride; boron trifluoride diethyl etherate; hydrogen; silver trifluoromethanesulfonate; 3,3-dimethyldioxirane; titanium tetrachloride; Dess-Martin periodane; triethylamine; diethyl dicarbonate; lithium hexamethyldisilazane;
palladium on activated charcoal;
In
tetrahydrofuran; pyridine; methanol; phosphate buffer; hexane; dichloromethane; chloroform; water; toluene; acetonitrile;
DOI:10.1021/ol017114f
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