Technology Process of (3R,4S,6R,9R)-4-benzyloxy-9-ethyl-3-hydroxymethyl-1,7-dioxaspiro<5.5>undecane
There total 7 articles about (3R,4S,6R,9R)-4-benzyloxy-9-ethyl-3-hydroxymethyl-1,7-dioxaspiro<5.5>undecane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 1.) dibutyltin oxide / 1.) methanol, 2 h, reflux, 2.) N,N-dimethylformamide, 110-120 deg C, 2 h
2: 1.18 g / pyridinium chlorochromate, sodium acetate, molecular sieve (4 Angstroem) / CH2Cl2 / 2.5 h / Ambient temperature
3: 1.) NaCH2SOMe, imidazole / 1.) methyl sulfoxide, 15 min, 2.) methyl sulfoxide, ether, 2 h, room temperature
4: 1.) BH3-tetrahydrofuran, 2.) 3 M NaOH, aq. 30 percent H2O2 / 1.) tetrahydrofuran, a) 30 min, -15 deg C, b) 3 h, room temperature, 2.) 30 min, room temperature
With
1H-imidazole; sodium hydroxide; borane-THF; 4 A molecular sieve; dimsylsodium; dihydrogen peroxide; sodium acetate; di(n-butyl)tin oxide; pyridinium chlorochromate;
In
dichloromethane;
DOI:10.1016/0008-6215(90)80148-V
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 1.) dibutyltin oxide / 1.) methanol, 2 h, reflux, 2.) N,N-dimethylformamide, 110-120 deg C, 2 h
2: 1.18 g / pyridinium chlorochromate, sodium acetate, molecular sieve (4 Angstroem) / CH2Cl2 / 2.5 h / Ambient temperature
3: 1.) NaCH2SOMe, imidazole / 1.) methyl sulfoxide, 15 min, 2.) methyl sulfoxide, ether, 2 h, room temperature
4: 1.) BH3-tetrahydrofuran, 2.) 3 M NaOH, aq. 30 percent H2O2 / 1.) tetrahydrofuran, a) 30 min, -15 deg C, b) 3 h, room temperature, 2.) 30 min, room temperature
With
1H-imidazole; sodium hydroxide; borane-THF; 4 A molecular sieve; dimsylsodium; dihydrogen peroxide; sodium acetate; di(n-butyl)tin oxide; pyridinium chlorochromate;
In
dichloromethane;
DOI:10.1016/0008-6215(90)80148-V
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 85.3 percent / aq. 60 percent acetic acid / 1 h / 50 °C
2: 1.) dibutyltin oxide / 1.) methanol, 2 h, reflux, 2.) N,N-dimethylformamide, 110-120 deg C, 2 h
3: 1.18 g / pyridinium chlorochromate, sodium acetate, molecular sieve (4 Angstroem) / CH2Cl2 / 2.5 h / Ambient temperature
4: 1.) NaCH2SOMe, imidazole / 1.) methyl sulfoxide, 15 min, 2.) methyl sulfoxide, ether, 2 h, room temperature
5: 1.) BH3-tetrahydrofuran, 2.) 3 M NaOH, aq. 30 percent H2O2 / 1.) tetrahydrofuran, a) 30 min, -15 deg C, b) 3 h, room temperature, 2.) 30 min, room temperature
With
1H-imidazole; sodium hydroxide; borane-THF; 4 A molecular sieve; dimsylsodium; dihydrogen peroxide; sodium acetate; di(n-butyl)tin oxide; acetic acid; pyridinium chlorochromate;
In
dichloromethane;
DOI:10.1016/0008-6215(90)80148-V
