Technology Process of (1S,3S,4R,7aS)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methoxy-4-[3-(4-methoxy-phenoxy)-propyl]-3,4,7,7a-tetrahydro-1H-cyclopenta[c]pyran-6-one
There total 11 articles about (1S,3S,4R,7aS)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methoxy-4-[3-(4-methoxy-phenoxy)-propyl]-3,4,7,7a-tetrahydro-1H-cyclopenta[c]pyran-6-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:
-
Multi-step reaction with 10 steps
1: DEAD, Ph3P / CH2Cl2 / Ambient temperature
2: H2 / Pd(C) / methanol
3: 1.) MsCl, Et3N, 2.) NaOMe / 1.) CH2Cl2, -10 deg C, 2.) MeOH
4: 95 percent / diethyl ether / Ambient temperature
5: Dowex-50(H+)
6: pyridine / Ambient temperature
7: 1.) NMO, OsO4, 2.) H5IO6 / 1.) t-BuOH, H2O
8: tetrahydrofuran / -78 °C
9: 76 percent / Dess-Martin periodinane / CH2Cl2; acetonitrile; H2O / 1 h
10: 59 percent / LiCl, i-Pr2NEt, 4 Angstroem molecular sieves / acetonitrile / 60 °C
With
osmium(VIII) oxide; N-methyl-2-indolinone; 4 A molecular sieve; DOWEX-50(H+); hydrogen; sodium methylate; Dess-Martin periodane; methanesulfonyl chloride; periodic acid; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium chloride; diethylazodicarboxylate;
palladium on activated charcoal;
In
tetrahydrofuran; pyridine; methanol; diethyl ether; dichloromethane; water; acetonitrile;
DOI:10.1016/S0040-4039(97)01347-6
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 1.) Cy2BH, 2.) H2O2, NaHCO3 / 1.) THF
2: DEAD, Ph3P / CH2Cl2 / Ambient temperature
3: H2 / Pd(C) / methanol
4: 1.) MsCl, Et3N, 2.) NaOMe / 1.) CH2Cl2, -10 deg C, 2.) MeOH
5: 95 percent / diethyl ether / Ambient temperature
6: Dowex-50(H+)
7: pyridine / Ambient temperature
8: 1.) NMO, OsO4, 2.) H5IO6 / 1.) t-BuOH, H2O
9: tetrahydrofuran / -78 °C
10: 76 percent / Dess-Martin periodinane / CH2Cl2; acetonitrile; H2O / 1 h
11: 59 percent / LiCl, i-Pr2NEt, 4 Angstroem molecular sieves / acetonitrile / 60 °C
With
osmium(VIII) oxide; N-methyl-2-indolinone; 4 A molecular sieve; DOWEX-50(H+); bis(cyclohexanyl)borane; hydrogen; dihydrogen peroxide; sodium methylate; sodium hydrogencarbonate; Dess-Martin periodane; methanesulfonyl chloride; periodic acid; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium chloride; diethylazodicarboxylate;
palladium on activated charcoal;
In
tetrahydrofuran; pyridine; methanol; diethyl ether; dichloromethane; water; acetonitrile;
DOI:10.1016/S0040-4039(97)01347-6
- Guidance literature:
-
Multi-step reaction with 10 steps
1: DEAD, Ph3P / CH2Cl2 / Ambient temperature
2: H2 / Pd(C) / methanol
3: 1.) MsCl, Et3N, 2.) NaOMe / 1.) CH2Cl2, -10 deg C, 2.) MeOH
4: 95 percent / diethyl ether / Ambient temperature
5: Dowex-50(H+)
6: pyridine / Ambient temperature
7: 1.) NMO, OsO4, 2.) H5IO6 / 1.) t-BuOH, H2O
8: tetrahydrofuran / -78 °C
9: 76 percent / Dess-Martin periodinane / CH2Cl2; acetonitrile; H2O / 1 h
10: 59 percent / LiCl, i-Pr2NEt, 4 Angstroem molecular sieves / acetonitrile / 60 °C
With
osmium(VIII) oxide; N-methyl-2-indolinone; 4 A molecular sieve; DOWEX-50(H+); hydrogen; sodium methylate; Dess-Martin periodane; methanesulfonyl chloride; periodic acid; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium chloride; diethylazodicarboxylate;
palladium on activated charcoal;
In
tetrahydrofuran; pyridine; methanol; diethyl ether; dichloromethane; water; acetonitrile;
DOI:10.1016/S0040-4039(97)01347-6
