Technology Process of ((2R,4S,5R,6S,8R)-5-Benzyloxy-4,6-dimethoxy-9-methoxymethoxy-2,8-dimethyl-nonyloxy)-tert-butyl-dimethyl-silane
There total 12 articles about ((2R,4S,5R,6S,8R)-5-Benzyloxy-4,6-dimethoxy-9-methoxymethoxy-2,8-dimethyl-nonyloxy)-tert-butyl-dimethyl-silane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 11 steps
1: (-)-DIPT
2: 76 percent
3: 2.) 12N HCl / 1.) THF, -78 deg C to 25 deg C; 2.) MeOH, reflux, 3 h
4: LDA / tetrahydrofuran / 1 h / -78 °C
5: LAH / tetrahydrofuran / 2 h / Ambient temperature
6: NaH / tetrahydrofuran / 48 h / 60 °C
7: 1.) Br2, K2CO3; 2.) NaOMe / 1.) CH2Cl2, -80 deg C, 4 h; 2.) MeOH, 25 deg C, 7 h
8: NaH / tetrahydrofuran / Ambient temperature
10: 1.) LDA; 2.) LAH / 1.) THF, -78 deg C, 1 h; 2.) THF, 25 deg C, 2 h
11: NaH / tetrahydrofuran / Ambient temperature
With
hydrogenchloride; lithium aluminium tetrahydride; bromine; sodium methylate; sodium hydride; potassium carbonate; D-(-)-diisopropyl tartrate; lithium diisopropyl amide;
In
tetrahydrofuran;
DOI:10.1016/S0040-4039(00)80073-8
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 76 percent
2: 2.) 12N HCl / 1.) THF, -78 deg C to 25 deg C; 2.) MeOH, reflux, 3 h
3: LDA / tetrahydrofuran / 1 h / -78 °C
4: LAH / tetrahydrofuran / 2 h / Ambient temperature
5: NaH / tetrahydrofuran / 48 h / 60 °C
6: 1.) Br2, K2CO3; 2.) NaOMe / 1.) CH2Cl2, -80 deg C, 4 h; 2.) MeOH, 25 deg C, 7 h
7: NaH / tetrahydrofuran / Ambient temperature
9: 1.) LDA; 2.) LAH / 1.) THF, -78 deg C, 1 h; 2.) THF, 25 deg C, 2 h
10: NaH / tetrahydrofuran / Ambient temperature
With
hydrogenchloride; lithium aluminium tetrahydride; bromine; sodium methylate; sodium hydride; potassium carbonate; lithium diisopropyl amide;
In
tetrahydrofuran;
DOI:10.1016/S0040-4039(00)80073-8
- Guidance literature:
-
Multi-step reaction with 8 steps
1: LDA / tetrahydrofuran / 1 h / -78 °C
2: LAH / tetrahydrofuran / 2 h / Ambient temperature
3: NaH / tetrahydrofuran / 48 h / 60 °C
4: 1.) Br2, K2CO3; 2.) NaOMe / 1.) CH2Cl2, -80 deg C, 4 h; 2.) MeOH, 25 deg C, 7 h
5: NaH / tetrahydrofuran / Ambient temperature
7: 1.) LDA; 2.) LAH / 1.) THF, -78 deg C, 1 h; 2.) THF, 25 deg C, 2 h
8: NaH / tetrahydrofuran / Ambient temperature
With
lithium aluminium tetrahydride; bromine; sodium methylate; sodium hydride; potassium carbonate; lithium diisopropyl amide;
In
tetrahydrofuran;
DOI:10.1016/S0040-4039(00)80073-8
