Technology Process of <1R-(1α,3α,4β,5α)>-1-(hydroxymethyl)-5-<(diisopropoxyphosphinyl)methyl>cyclohexan-1,3,4-triol
There total 11 articles about <1R-(1α,3α,4β,5α)>-1-(hydroxymethyl)-5-<(diisopropoxyphosphinyl)methyl>cyclohexan-1,3,4-triol 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
hydrogen;
palladium on activated charcoal;
In
methanol;
for 2h;
under 2585.7 Torr;
DOI:10.1021/ja00038a002
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 1.) n-butyllithium, 2.) boron trifluoride etherate
2: 93 percent / 50percent aq. acetic acid / tetrahydrofuran / 5 h / 65 - 75 °C
3: 100 percent / H2 / 10percent Pd/C / methanol / 2 h / 2585.7 Torr
With
n-butyllithium; boron trifluoride diethyl etherate; hydrogen; acetic acid;
palladium on activated charcoal;
In
tetrahydrofuran; methanol;
DOI:10.1021/ja00038a002
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 85 percent / p-toluenesulfonic acid (p-TsOH) / benzene / Heating
2: 75 percent / NaBH4 / ethanol / 0.75 h / 0 °C
3: 70 percent / p-toluenesulfonic acid (p-TsOH) / dimethylformamide / 24 h / Ambient temperature
4: 79 percent / N-bromosuccinimide (NBS) / benzene / Heating
5: 11 percent / MeONa / tetrahydrofuran; methanol / 0.5 h / Heating
6: 1.) NaH / 1.) THF, hexane, 30 min, 2.) THF, hexane, RT, 12 h
7: 1.) n-butyllithium, 2.) boron trifluoride etherate
8: 93 percent / 50percent aq. acetic acid / tetrahydrofuran / 5 h / 65 - 75 °C
9: 100 percent / H2 / 10percent Pd/C / methanol / 2 h / 2585.7 Torr
With
sodium tetrahydroborate; N-Bromosuccinimide; n-butyllithium; boron trifluoride diethyl etherate; hydrogen; sodium methylate; sodium hydride; toluene-4-sulfonic acid; acetic acid;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; ethanol; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ja00038a002