Technology Process of (+)-(1R,3R,4R)-1-Hydroxy-3-(hydroxymethyl)-4-<(benzyloxy)methyl>cyclopentane
There total 9 articles about (+)-(1R,3R,4R)-1-Hydroxy-3-(hydroxymethyl)-4-<(benzyloxy)methyl>cyclopentane 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
acetic acid; tetramethylammonium triacetoxyborohydride;
In
acetone; acetonitrile;
for 72h;
Ambient temperature;
DOI:10.1021/jo00069a013
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 98 percent / pyridinium p-toluenesulfonate / benzene / 2 h / Heating
2: 99 percent / DIBAL / toluene / 2 h / 0 °C
3: 100 percent / imidazole / dimethylformamide / 12 h / Ambient temperature
4: OsO4, Me3N(O) / CCl4; CH2Cl2 / 6 h / Ambient temperature
5: aq. NaIO4 / tetrahydrofuran / 2 h
6: 30percent aq. H2O2, NaH2PO4, NaClO2 / acetonitrile / 12 h / Ambient temperature
7: 91 percent / AcONa, Ac2O / 1 h / Heating
8: 94 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1.) 0 deg C, 0.5 h, 2.) r.t., 1.5 h
9: 75 percent / Me4NHB(OAc)3, AcOH / acetone; acetonitrile / 72 h / Ambient temperature
With
1H-imidazole; sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; trimethylamine-N-oxide; tetrabutyl ammonium fluoride; dihydrogen peroxide; sodium acetate; pyridinium p-toluenesulfonate; acetic anhydride; diisobutylaluminium hydride; acetic acid; tetramethylammonium triacetoxyborohydride;
In
tetrahydrofuran; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; benzene;
DOI:10.1021/jo00069a013
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 100 percent / imidazole / dimethylformamide / 12 h / Ambient temperature
2: OsO4, Me3N(O) / CCl4; CH2Cl2 / 6 h / Ambient temperature
3: aq. NaIO4 / tetrahydrofuran / 2 h
4: 30percent aq. H2O2, NaH2PO4, NaClO2 / acetonitrile / 12 h / Ambient temperature
5: 91 percent / AcONa, Ac2O / 1 h / Heating
6: 94 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1.) 0 deg C, 0.5 h, 2.) r.t., 1.5 h
7: 75 percent / Me4NHB(OAc)3, AcOH / acetone; acetonitrile / 72 h / Ambient temperature
With
1H-imidazole; sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; trimethylamine-N-oxide; tetrabutyl ammonium fluoride; dihydrogen peroxide; sodium acetate; acetic anhydride; acetic acid; tetramethylammonium triacetoxyborohydride;
In
tetrahydrofuran; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1021/jo00069a013
