Technology Process of Benzoic acid (R)-methoxycarbonyl-((2S,5S,6S)-2-methoxy-5,6-dimethyl-4-methylene-tetrahydro-pyran-2-yl)-methyl ester
There total 10 articles about Benzoic acid (R)-methoxycarbonyl-((2S,5S,6S)-2-methoxy-5,6-dimethyl-4-methylene-tetrahydro-pyran-2-yl)-methyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
tetrakis(triphenylphosphine) palladium(0); tri-n-butyl-tin hydride;
In
benzene;
at 20 ℃;
DOI:10.1021/ja038787r
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 63 percent / CpRu(CH3CN)3PF6 / acetone / 3.5 h / 20 °C
2: 100 percent / triethylamine / CH2Cl2 / 0.33 h / -78 °C
3: 96 percent / NMO; OsO4 / acetone; H2O / 60 h / 2 °C
4: 70 percent / DMAP; Et3N / CH2Cl2 / -78 - -45 °C
5: Dess-Martin periodinane; Na2CO3 / CH2Cl2 / 0.67 h / 20 °C
6: CSA / methanol / 3 h / 20 °C
7: 103 mg / LHMDS / 1,2-dimethoxy-ethane; tetrahydrofuran / 0.75 h / -70 °C
8: 91 percent / NIS / acetonitrile / 3 h / 0 °C
9: 96 percent / palladium tetrakis(triphenylphosphine); tributyltin hydride / benzene / 20 °C
With
dmap; N-iodo-succinimide; osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium(0); N-methyl-2-indolinone; cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate; camphor-10-sulfonic acid; tri-n-butyl-tin hydride; sodium carbonate; Dess-Martin periodane; triethylamine; lithium hexamethyldisilazane;
In
tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; water; acetone; acetonitrile; benzene;
DOI:10.1021/ja038787r
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 63 percent / CpRu(CH3CN)3PF6 / acetone / 3.5 h / 20 °C
2: 100 percent / triethylamine / CH2Cl2 / 0.33 h / -78 °C
3: 96 percent / NMO; OsO4 / acetone; H2O / 60 h / 2 °C
4: 70 percent / DMAP; Et3N / CH2Cl2 / -78 - -45 °C
5: Dess-Martin periodinane; Na2CO3 / CH2Cl2 / 0.67 h / 20 °C
6: CSA / methanol / 3 h / 20 °C
7: 103 mg / LHMDS / 1,2-dimethoxy-ethane; tetrahydrofuran / 0.75 h / -70 °C
8: 91 percent / NIS / acetonitrile / 3 h / 0 °C
9: 96 percent / palladium tetrakis(triphenylphosphine); tributyltin hydride / benzene / 20 °C
With
dmap; N-iodo-succinimide; osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium(0); N-methyl-2-indolinone; cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate; camphor-10-sulfonic acid; tri-n-butyl-tin hydride; sodium carbonate; Dess-Martin periodane; triethylamine; lithium hexamethyldisilazane;
In
tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; water; acetone; acetonitrile; benzene;
DOI:10.1021/ja038787r
![Benzoic acid (R)-{(2S,5S,6S)-4-[1-iodo-meth-(Z)-ylidene]-2-methoxy-5,6-dimethyl-tetrahydro-pyran-2-yl}-methoxycarbonyl-methyl ester](/Databaselist/images/loading.webp)
