Technology Process of (3R,4S,6R,7R,8R)-6-Benzyloxy-8-hydroxy-7-methoxy-4-(4-methoxy-benzyloxy)-3,9-dimethyl-decan-2-one
There total 10 articles about (3R,4S,6R,7R,8R)-6-Benzyloxy-8-hydroxy-7-methoxy-4-(4-methoxy-benzyloxy)-3,9-dimethyl-decan-2-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 100 percent / NaH / tetrahydrofuran; dimethylformamide / 12 h / Ambient temperature
2: 81 percent / BF3*Et2O / CH2Cl2 / 24 h / Ambient temperature
3: DMAP, pyridine / CH2Cl2 / 72 h / Ambient temperature
4: NBS, H2O / acetone / 0.17 h / -23 °C
5: 1.) n-Bu2BOTf, Et3N / 1.) CH2Cl2, 0 deg C, 1 h, 2.) CH2Cl2, -78 deg C, 1.5 h
6: 86 percent / trifluoromethanesulfonic acid / diethyl ether / 0.08 h / Ambient temperature
7: LiOH*H2O, aq. H2O2 / tetrahydrofuran / 11 h / Ambient temperature
8: diethylphosphoryl cyanide, Et3N / dimethylformamide / 2 h / Ambient temperature
9: 99 percent / tetrahydrofuran; diethyl ether / 0.33 h / -78 °C
With
pyridine; dmap; lithium hydroxide; N-Bromosuccinimide; diethylphosphoryl cyanide; trifluorormethanesulfonic acid; di-n-butylboryl trifluoromethanesulfonate; boron trifluoride diethyl etherate; water; dihydrogen peroxide; sodium hydride; triethylamine;
In
tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1016/0040-4020(96)00811-3
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 1.) n-Bu2BOTf, Et3N / 1.) CH2Cl2, 0 deg C, 1 h, 2.) CH2Cl2, -78 deg C, 1.5 h
2: 86 percent / trifluoromethanesulfonic acid / diethyl ether / 0.08 h / Ambient temperature
3: LiOH*H2O, aq. H2O2 / tetrahydrofuran / 11 h / Ambient temperature
4: diethylphosphoryl cyanide, Et3N / dimethylformamide / 2 h / Ambient temperature
5: 99 percent / tetrahydrofuran; diethyl ether / 0.33 h / -78 °C
With
lithium hydroxide; diethylphosphoryl cyanide; trifluorormethanesulfonic acid; di-n-butylboryl trifluoromethanesulfonate; dihydrogen peroxide; triethylamine;
In
tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1016/0040-4020(96)00811-3
