Technology Process of ((1R,2S,3S)-2,3-Bis-benzyloxymethyl-cyclopentyl)-methanol
There total 10 articles about ((1R,2S,3S)-2,3-Bis-benzyloxymethyl-cyclopentyl)-methanol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(S)-1-((1S,2R,3S)-2,3-Bis-benzyloxymethyl-cyclopentyl)-ethane-1,2-diol;
With
periodic acid;
In
tetrahydrofuran;
at 20 ℃;
for 0.25h;
With
potassium carbonate;
In
methanol;
at 20 ℃;
for 4h;
With
sodium tetrahydroborate;
In
methanol;
for 16h;
DOI:10.1021/np990288+
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 8.08 g / pyridinium p-toluenesulfonate / acetone / 36 h / 20 °C
3.1: 93 percent / NaBH4 / ethanol / 2.5 h / 20 °C
4.1: 81 percent / pyridinium p-toluenesulfonate; CuSO4 / acetone / 6 h
5.1: NaH / tetrahydrofuran / 0 - 20 °C
5.2: Bu4NI / tetrahydrofuran / 20 °C
6.1: 1.86 g / aq. HCl / tetrahydrofuran / 24 h / 20 °C
7.1: H5IO6 / tetrahydrofuran / 0.25 h / 20 °C
7.2: K2CO3 / methanol / 4 h / 20 °C
7.3: 94 percent / NaBH4 / methanol / 16 h
With
hydrogenchloride; sodium tetrahydroborate; pyridinium p-toluenesulfonate; sodium hydride; copper(II) sulfate; periodic acid;
In
tetrahydrofuran; ethanol; acetone;
1.1: Substitution / 3.1: Reduction / 4.1: Cyclization / 5.1: deprotonation / 5.2: Alkylation / 6.1: Hydrolysis / 7.1: Oxidation / 7.2: Isomerization / 7.3: Reduction;
DOI:10.1021/np990288+
- Guidance literature:
-
Multi-step reaction with 6 steps
2.1: 93 percent / NaBH4 / ethanol / 2.5 h / 20 °C
3.1: 81 percent / pyridinium p-toluenesulfonate; CuSO4 / acetone / 6 h
4.1: NaH / tetrahydrofuran / 0 - 20 °C
4.2: Bu4NI / tetrahydrofuran / 20 °C
5.1: 1.86 g / aq. HCl / tetrahydrofuran / 24 h / 20 °C
6.1: H5IO6 / tetrahydrofuran / 0.25 h / 20 °C
6.2: K2CO3 / methanol / 4 h / 20 °C
6.3: 94 percent / NaBH4 / methanol / 16 h
With
hydrogenchloride; sodium tetrahydroborate; pyridinium p-toluenesulfonate; sodium hydride; copper(II) sulfate; periodic acid;
In
tetrahydrofuran; ethanol; acetone;
2.1: Reduction / 3.1: Cyclization / 4.1: deprotonation / 4.2: Alkylation / 5.1: Hydrolysis / 6.1: Oxidation / 6.2: Isomerization / 6.3: Reduction;
DOI:10.1021/np990288+