Technology Process of (2R,5S,6R)-2,2-dimethyl-propionic acid 6-(benzyloxycarbonylamino-methyl)-5-hydroxy-5,6-dihydro-2H-pyran-2-yl ester
There total 9 articles about (2R,5S,6R)-2,2-dimethyl-propionic acid 6-(benzyloxycarbonylamino-methyl)-5-hydroxy-5,6-dihydro-2H-pyran-2-yl ester 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
sodium tetrahydroborate; cerium(III) chloride;
In
methanol; dichloromethane;
at -78 ℃;
for 3h;
DOI:10.1021/ol016743m
- Guidance literature:
-
Multi-step reaction with 4 steps
1: NaOH; t-butyl hyochlorite; (DHQ)2PHAL / OsO4 / 2-methyl-propan-2-ol; H2O; diethyl ether / 1 h / 25 °C
2: 82 percent / NBS; NaOAc*3H2O; NaHCO3 / tetrahydrofuran; H2O / 0.75 h / 0 °C
3: 68 percent / Et3N; DMAP / CH2Cl2 / 3 h / -78 °C
4: 82 percent / NaBH4; CeCl3 / CH2Cl2; methanol / 3 h / -78 °C
With
dmap; sodium hydroxide; sodium tetrahydroborate; N-Bromosuccinimide; cerium(III) chloride; Hydroquinone 1,4-phthalazinediyl diether; tert-butylhypochlorite; sodium acetate; sodium hydrogencarbonate; triethylamine;
osmium(VIII) oxide;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; tert-butyl alcohol;
1: asymmetric aminohydroxylation / 2: Achmatowicz reaction / 4: Luche reduction;
DOI:10.1021/ol016743m
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: LiAlH4 / tetrahydrofuran / 0.5 h / 0 °C
1.2: 85 percent / tetrahydrofuran / 30 h
2.1: hydrogen / Pd/C / methanol / 24 h
3.1: 47 percent / K2CO3 / H2O; tetrahydrofuran / 24 h / 0 °C
4.1: 88 percent / Dess-Martin periodinate / CH2Cl2 / 3 h
5.1: 92 percent / triethylamine; formic acid / (S)-Ru(η6-mesitylene)-(R,R)-TsDPEN / CH2Cl2 / 1 h / 50 °C
6.1: 82 percent / NBS; NaOAc*3H2O; NaHCO3 / tetrahydrofuran; H2O / 0.75 h / 0 °C
7.1: 68 percent / Et3N; DMAP / CH2Cl2 / 3 h / -78 °C
8.1: 82 percent / NaBH4; CeCl3 / CH2Cl2; methanol / 3 h / -78 °C
With
dmap; sodium tetrahydroborate; N-Bromosuccinimide; lithium aluminium tetrahydride; formic acid; cerium(III) chloride; hydrogen; sodium acetate; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; triethylamine;
palladium on activated charcoal; (S)-Ru(η6-mesitylene)-(R,R)-TsDPEN;
In
tetrahydrofuran; methanol; dichloromethane; water;
1.1: Henry reaction / 4.1: Dess-Martin oxidation / 5.1: Noyori reduction / 6.1: Achmatowicz reaction / 8.1: Luche reduction;
DOI:10.1021/ol016743m
