Technology Process of (3R,5S,7S,8R)-3-(benzyloxy)-7-[2-(benzyloxy)ethyl]-4,4,8-trimethyl-1,6-dioxaspiro[4.5]decan-9-one
There total 10 articles about (3R,5S,7S,8R)-3-(benzyloxy)-7-[2-(benzyloxy)ethyl]-4,4,8-trimethyl-1,6-dioxaspiro[4.5]decan-9-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 82 percent / OsO4; K3Fe(CN)6; K2CO3 / DHQ-PYR / 2-methyl-propan-2-ol; H2O / 18.5 h / 0 °C
2.1: 91 percent / CF3SO3H / CH2Cl2; cyclohexane / 3 h / 35 °C
3.1: 90 percent / DIBAL-H / toluene / 0.35 h / -78 °C
4.1: 61 percent / K2CO3 / methanol / 120 h / 33 °C
5.1: 89 percent / 2,6-lutidine / CH2Cl2 / 0.33 h / 0 °C
6.1: BuLi / tetrahydrofuran / 1 h / -78 °C
6.2: 62 percent / tetrahydrofuran / -78 - 20 °C
7.1: camphorsulfonic acid / methanol / 2.5 h / 20 °C
7.2: 86 percent / pTsOH / benzene / 18 h / 20 °C
With
2,6-dimethylpyridine; osmium(VIII) oxide; n-butyllithium; trifluorormethanesulfonic acid; camphor-10-sulfonic acid; diisobutylaluminium hydride; potassium carbonate; potassium hexacyanoferrate(III);
DHQ-PYR;
In
tetrahydrofuran; methanol; dichloromethane; cyclohexane; water; toluene; tert-butyl alcohol;
1.1: Sharpless asymmetric oxidation / 6.1: Weinreb-Nahm coupling;
DOI:10.1002/ejoc.200500206
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: AlMe3 / hexane; tetrahydrofuran; CH2Cl2 / 0.12 h / -10 - 20 °C
1.2: 89 percent / CH2Cl2; hexane; tetrahydrofuran / 4.25 h / 0 - 20 °C
2.1: 89 percent / 2,6-lutidine / CH2Cl2 / 0.25 h / 1 °C
3.1: BuLi / tetrahydrofuran / 1 h / -78 °C
3.2: 62 percent / tetrahydrofuran / -78 - 20 °C
4.1: camphorsulfonic acid / methanol / 2.5 h / 20 °C
4.2: 86 percent / pTsOH / benzene / 18 h / 20 °C
With
2,6-dimethylpyridine; n-butyllithium; camphor-10-sulfonic acid; trimethylaluminum;
In
tetrahydrofuran; methanol; hexane; dichloromethane;
3.1: Weinreb-Nahm coupling;
DOI:10.1002/ejoc.200500206
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 91 percent / CF3SO3H / CH2Cl2; cyclohexane / 3 h / 35 °C
2.1: 90 percent / DIBAL-H / toluene / 0.35 h / -78 °C
3.1: 61 percent / K2CO3 / methanol / 120 h / 33 °C
4.1: 89 percent / 2,6-lutidine / CH2Cl2 / 0.33 h / 0 °C
5.1: BuLi / tetrahydrofuran / 1 h / -78 °C
5.2: 62 percent / tetrahydrofuran / -78 - 20 °C
6.1: camphorsulfonic acid / methanol / 2.5 h / 20 °C
6.2: 86 percent / pTsOH / benzene / 18 h / 20 °C
With
2,6-dimethylpyridine; n-butyllithium; trifluorormethanesulfonic acid; camphor-10-sulfonic acid; diisobutylaluminium hydride; potassium carbonate;
In
tetrahydrofuran; methanol; dichloromethane; cyclohexane; toluene;
5.1: Weinreb-Nahm coupling;
DOI:10.1002/ejoc.200500206
