Technology Process of Acetic acid (4aR,6S,7R,8aS)-6-[4-((2R,3S)-3-benzyloxy-tetrahydro-pyran-2-yl)-3-hydroxy-2-methylene-butyl]-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester
There total 29 articles about Acetic acid (4aR,6S,7R,8aS)-6-[4-((2R,3S)-3-benzyloxy-tetrahydro-pyran-2-yl)-3-hydroxy-2-methylene-butyl]-2,2-dimethyl-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
chromium dichloride; nickel dichloride;
In
dimethyl sulfoxide;
at 20 ℃;
for 12h;
DOI:10.1055/s-2001-11398
- Guidance literature:
-
Multi-step reaction with 15 steps
1: 93 percent / NaH; nBu4NI / tetrahydrofuran / 12 h / 0 - 25 °C
2: 91 percent / NMO; OsO4; H2O / tetrahydrofuran; acetone / 12 h / 25 °C
3: 99 percent / H2 / 5 percent Pd/C / ethyl acetate / 12 °C
4: nBu4NIO4 / CH2Cl2 / 0 - 25 °C
5: PCC; NaOAc; molecular sieves 3 Angstroem / CH2Cl2 / 12 h / 25 °C
6: tetrahydrofuran / 1 h / -78 °C
7: Et3SiH; TMSOTf / CH2Cl2 / 5 h / -78 °C
8: 4-methylmorpholine N-oxide; OsO4; H2O / tetrahydrofuran / 12 h / 20 °C
9: aq.NaIO4 / methanol / 0 °C
10: 97 percent / Ph3P; Et3N / CH2Cl2; hexane / 3 h / 0 °C
11: 65 percent / BuLi / tetrahydrofuran / 2 h / -78 °C
12: 98 percent / BuLi / tetrahydrofuran / 2 h / 0 °C
13: 89 percent / Et3N; DMAP / CH2Cl2 / 2 h / 20 °C
14: 86 percent / CrCl2; NiCl2 / dimethylsulfoxide / 12 h / 20 °C
With
chromium dichloride; triethylsilane; dmap; sodium periodate; osmium(VIII) oxide; n-butyllithium; N-methyl-2-indolinone; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; water; hydrogen; sodium acetate; tetra-(n-butyl)ammonium iodide; sodium hydride; tetrabutylammonium periodite; 4-methylmorpholine N-oxide; triethylamine; triphenylphosphine; pyridinium chlorochromate; nickel dichloride;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; hexane; dichloromethane; dimethyl sulfoxide; ethyl acetate; acetone;
DOI:10.1055/s-2001-11398
- Guidance literature:
-
Multi-step reaction with 14 steps
1: 91 percent / NMO; OsO4; H2O / tetrahydrofuran; acetone / 12 h / 25 °C
2: 99 percent / H2 / 5 percent Pd/C / ethyl acetate / 12 °C
3: nBu4NIO4 / CH2Cl2 / 0 - 25 °C
4: PCC; NaOAc; molecular sieves 3 Angstroem / CH2Cl2 / 12 h / 25 °C
5: tetrahydrofuran / 1 h / -78 °C
6: Et3SiH; TMSOTf / CH2Cl2 / 5 h / -78 °C
7: 4-methylmorpholine N-oxide; OsO4; H2O / tetrahydrofuran / 12 h / 20 °C
8: aq.NaIO4 / methanol / 0 °C
9: 97 percent / Ph3P; Et3N / CH2Cl2; hexane / 3 h / 0 °C
10: 65 percent / BuLi / tetrahydrofuran / 2 h / -78 °C
11: 98 percent / BuLi / tetrahydrofuran / 2 h / 0 °C
12: 89 percent / Et3N; DMAP / CH2Cl2 / 2 h / 20 °C
13: 86 percent / CrCl2; NiCl2 / dimethylsulfoxide / 12 h / 20 °C
With
chromium dichloride; triethylsilane; dmap; sodium periodate; osmium(VIII) oxide; n-butyllithium; N-methyl-2-indolinone; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; water; hydrogen; sodium acetate; tetrabutylammonium periodite; 4-methylmorpholine N-oxide; triethylamine; triphenylphosphine; pyridinium chlorochromate; nickel dichloride;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; hexane; dichloromethane; dimethyl sulfoxide; ethyl acetate; acetone;
DOI:10.1055/s-2001-11398
