Technology Process of ((2R,3S)-3-Hydroxy-tetrahydro-pyran-2-yl)-acetic acid (2R,4aR,6S,7R,8aS)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester
There total 14 articles about ((2R,3S)-3-Hydroxy-tetrahydro-pyran-2-yl)-acetic acid (2R,4aR,6S,7R,8aS)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
sodium hydrogencarbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
In
dichloromethane; water;
at 20 ℃;
DOI:10.1016/j.tetlet.2005.10.136
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 100 percent / TEMPO; NaClO; KBr / NaHCO3 / CH2Cl2; H2O / 0 °C
2.1: 100 percent / NaClO2; 2-methyl-2-butene; NaH2PO4 / 2-methyl-propan-2-ol; tetrahydrofuran; H2O / 0 °C
3.1: 2,4,6-trichlorobenzoyl chloride; Et3N / tetrahydrofuran / 20 °C
3.2: 88 percent / DMAP / toluene; tetrahydrofuran / 20 °C
4.1: 96 percent / DDQ; NaHCO3 / CH2Cl2; H2O / 20 °C
With
2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; 2,4,6-trichlorobenzoyl chloride; sodium hydrogencarbonate; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; potassium bromide;
sodium hydrogencarbonate;
In
tetrahydrofuran; dichloromethane; water; tert-butyl alcohol;
DOI:10.1016/j.tetlet.2005.10.136
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: PPTS / benzene / Heating
2.1: DIBAL-H / CH2Cl2 / 20 °C
3.1: (COCl)2; DMSO; Et3N / CH2Cl2 / -78 °C
4.1: NaHMDS / tetrahydrofuran / 0 °C
5.1: 9-BBN / tetrahydrofuran / 20 °C
5.2: H2O2; aq. NaOH / tetrahydrofuran / 0 °C
6.1: 100 percent / TEMPO; NaClO; KBr / NaHCO3 / CH2Cl2; H2O / 0 °C
7.1: 100 percent / NaClO2; 2-methyl-2-butene; NaH2PO4 / 2-methyl-propan-2-ol; tetrahydrofuran; H2O / 0 °C
8.1: 2,4,6-trichlorobenzoyl chloride; Et3N / tetrahydrofuran / 20 °C
8.2: 88 percent / DMAP / toluene; tetrahydrofuran / 20 °C
9.1: 96 percent / DDQ; NaHCO3 / CH2Cl2; H2O / 20 °C
With
2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium chlorite; sodium dihydrogenphosphate; 9-borabicyclo[3.3.1]nonane dimer; 2-methyl-but-2-ene; oxalyl dichloride; 2,4,6-trichlorobenzoyl chloride; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; potassium bromide;
sodium hydrogencarbonate;
In
tetrahydrofuran; dichloromethane; water; tert-butyl alcohol; benzene;
3.1: Swern oxidation / 4.1: Wittig olefination;
DOI:10.1016/j.tetlet.2005.10.136
![[(2R,3S)-3-(4-Methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-acetic acid (2R,4aR,6S,7R,8aS)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester](/Databaselist/images/loading.webp)
