Technology Process of (3R,3aR,5R,6S,8aS)-8a-Benzenesulfonyl-5,6-dihydroxy-3-propyl-octahydro-cyclohepta[c]furan-1-one
There total 13 articles about (3R,3aR,5R,6S,8aS)-8a-Benzenesulfonyl-5,6-dihydroxy-3-propyl-octahydro-cyclohepta[c]furan-1-one which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
With
osmium(VIII) oxide; water; 4-methylmorpholine N-oxide;
In
tetrahydrofuran; acetone;
at 20 ℃;
for 2h;
DOI:10.1021/ol0478739
- Guidance literature:
-
Multi-step reaction with 12 steps
1: 94 percent / Ti(O-i-Pr)4 / CH2Cl2 / 0 - 20 °C
2: NaIO4; H2O; tetrabutylammonium periodate / methanol / 1 h / 20 °C
3: 7.92 g / NaH / benzene / 0.5 h / 0 °C
4: 95 percent / NaH / dimethylformamide / 4 h / -50 °C
5: 92 percent / NaOH; H2O / tetrahydrofuran / 1 h
6: 88 percent / BH3*SMe2 / tetrahydrofuran / -10 - 20 °C
7: 93 percent / aq. KHSO5 / methanol / 5 h / 0 °C
8: 60 percent / NaH / dimethylformamide / 8 h / 0 - 20 °C
9: SO3*Py; Me2SO; Et3N / CH2Cl2 / 0 - 20 °C
10: KHDMS / toluene; tetrahydrofuran / 1 h / -40 °C
11: 85 percent / [1,3-dimesitylimidazolidin-2-yl]Cl2(PCy3)Ru=CHPh / CH2Cl2 / 3 h / 40 °C
12: 84 percent / 4-methylmorpholine N-oxide; OsO4; H2O / tetrahydrofuran; acetone / 2 h / 20 °C
With
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; titanium(IV) isopropylate; sodium hydroxide; sodium periodate; osmium(VIII) oxide; potassium peroxomonosulfate; pyridine-SO3 complex; dimethylsulfide borane complex; water; potassium hexamethylsilazane; sodium hydride; tetrabutylammonium periodite; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone; toluene; benzene;
10: Wittig reaction;
DOI:10.1021/ol0478739
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 93 percent / aq. KHSO5 / methanol / 5 h / 0 °C
2: 60 percent / NaH / dimethylformamide / 8 h / 0 - 20 °C
3: SO3*Py; Me2SO; Et3N / CH2Cl2 / 0 - 20 °C
4: KHDMS / toluene; tetrahydrofuran / 1 h / -40 °C
5: 85 percent / [1,3-dimesitylimidazolidin-2-yl]Cl2(PCy3)Ru=CHPh / CH2Cl2 / 3 h / 40 °C
6: 84 percent / 4-methylmorpholine N-oxide; OsO4; H2O / tetrahydrofuran; acetone / 2 h / 20 °C
With
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; osmium(VIII) oxide; potassium peroxomonosulfate; pyridine-SO3 complex; water; potassium hexamethylsilazane; sodium hydride; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone; toluene;
4: Wittig reaction;
DOI:10.1021/ol0478739
