Technology Process of benzyl (2R,3S,5S)-3-hydroxy-2-hydroxymethyl-5-(iodomethyl)pyrrolidine-1-carboxylate
There total 9 articles about benzyl (2R,3S,5S)-3-hydroxy-2-hydroxymethyl-5-(iodomethyl)pyrrolidine-1-carboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
iodine;
In
dichloromethane;
at 25 ℃;
for 1.5h;
Inert atmosphere;
DOI:10.1039/c3md00033h
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 1.5 h / 0 - 25 °C / Inert atmosphere
2: boron trifluoride diethyl etherate / acetone / 15 h / 25 °C / Inert atmosphere
3: diethyl ether / 2 h / -78 °C / Inert atmosphere
4: zinc tetrahydridoborate*Et2O; cerium(III) chloride heptahydrate / methanol / 2.5 h / 0 - 25 °C / Inert atmosphere
5: water; acetic acid / 15 h / 50 °C
6: toluene-4-sulfonic acid / acetone / 1 h / 25 °C / Inert atmosphere
7: acetonitrile / 1 h / 90 °C / Inert atmosphere
8: sodium chloride / ethyl acetate; water; acetonitrile / 1.5 h / 25 °C
9: iodine / dichloromethane / 1.5 h / 25 °C / Inert atmosphere
With
4-methyl-morpholine; zinc tetrahydridoborate*Et2O; cerium(III) chloride heptahydrate; boron trifluoride diethyl etherate; water; iodine; toluene-4-sulfonic acid; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium chloride;
In
methanol; diethyl ether; dichloromethane; water; ethyl acetate; acetone; acetonitrile;
DOI:10.1039/c3md00033h
- Guidance literature:
-
Multi-step reaction with 8 steps
1: boron trifluoride diethyl etherate / acetone / 15 h / 25 °C / Inert atmosphere
2: diethyl ether / 2 h / -78 °C / Inert atmosphere
3: zinc tetrahydridoborate*Et2O; cerium(III) chloride heptahydrate / methanol / 2.5 h / 0 - 25 °C / Inert atmosphere
4: water; acetic acid / 15 h / 50 °C
5: toluene-4-sulfonic acid / acetone / 1 h / 25 °C / Inert atmosphere
6: acetonitrile / 1 h / 90 °C / Inert atmosphere
7: sodium chloride / ethyl acetate; water; acetonitrile / 1.5 h / 25 °C
8: iodine / dichloromethane / 1.5 h / 25 °C / Inert atmosphere
With
zinc tetrahydridoborate*Et2O; cerium(III) chloride heptahydrate; boron trifluoride diethyl etherate; water; iodine; toluene-4-sulfonic acid; acetic acid; sodium chloride;
In
methanol; diethyl ether; dichloromethane; water; ethyl acetate; acetone; acetonitrile;
DOI:10.1039/c3md00033h