Technology Process of (2R,3S)-3-benzyloxy-2-methoxymethoxymethyltetrahydropyran
There total 26 articles about (2R,3S)-3-benzyloxy-2-methoxymethoxymethyltetrahydropyran which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
sodium hydride;
In
N,N-dimethyl-formamide;
for 17h;
Ambient temperature;
DOI:10.1248/cpb.37.2391
- Guidance literature:
-
Multi-step reaction with 13 steps
1: Et3N
2: NaI, NaHCO3 / acetone
3: NaH / dimethylformamide
4: 87 percent / NaCl / dimethylsulfoxide; H2O / 190 °C
5: 90 percent / LiAlH4 / tetrahydrofuran / 2 h / Ambient temperature
6: 93 percent / imidazole / dimethylformamide / 3 h / Ambient temperature
7: 93 percent / H2O; acetic acid / 17 h / Ambient temperature
8: 93 percent / Et3N / toluene / 3 h / Heating
9: 39.42 g / Et3N / CH2Cl2 / 1 h / Ambient temperature
10: Bu4NF / tetrahydrofuran / 14 h / Ambient temperature
11: 97 percent / tert-BuOK / 2-methyl-propan-2-ol / 4 h / 40 °C
12: 91 percent / p-TsOH(H2O) / methanol / 1 h / Heating
13: 75 percent / 55percent NaH / dimethylformamide / 17 h / Ambient temperature
With
1H-imidazole; lithium aluminium tetrahydride; potassium tert-butylate; tetrabutyl ammonium fluoride; sodium hydride; sodium hydrogencarbonate; triethylamine; sodium iodide; sodium chloride;
toluene-4-sulfonic acid;
In
tetrahydrofuran; methanol; dichloromethane; water; acetic acid; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; toluene; tert-butyl alcohol;
DOI:10.1248/cpb.37.2391
- Guidance literature:
-
Multi-step reaction with 13 steps
1: Et3N
2: NaI, NaHCO3 / acetone
3: NaH / dimethylformamide
4: NaCl / dimethylsulfoxide; H2O / 190 °C
5: LiAlH4 / tetrahydrofuran / Ambient temperature
6: imidazole / dimethylformamide / Ambient temperature
7: H2O; acetic acid / Ambient temperature
8: Et3N / toluene / Heating
9: Et3N / CH2Cl2 / Ambient temperature
10: Bu4NF / tetrahydrofuran / Ambient temperature
11: tert-BuOK / 2-methyl-propan-2-ol / 40 °C
12: p-TsOH(H2O) / methanol / Heating
13: 55percent NaH / dimethylformamide / Ambient temperature
With
1H-imidazole; lithium aluminium tetrahydride; potassium tert-butylate; tetrabutyl ammonium fluoride; sodium hydride; sodium hydrogencarbonate; triethylamine; sodium iodide; sodium chloride;
toluene-4-sulfonic acid;
In
tetrahydrofuran; methanol; dichloromethane; water; acetic acid; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; toluene; tert-butyl alcohol;
DOI:10.1248/cpb.37.2391