Chloroform → HCID 70507422, compound

HRID 1702708Notes

Reaction equation

HRID 1702708 reaction equation
[OH:1][CH:2]1[C@@H:6]2[CH2:7][C:8](=[O:9])[N:5]2[C:4]([C:10]([O:12][CH2:13][O:14][C:15](=[O:20])[C:16]([CH3:19])([CH3:18])[CH3:17])=[O:11])=[C:3]1[CH3:21].C(Cl)(Cl)Cl.C(OCC)(=O)C>C(O)(=O)C.O1CCCC1.[Zn]>[OH:1][CH:2]1[C@@H:6]2[CH2:7][C:8](=[O:9])[N:5]2[CH:4]([C:10]([O:12][CH2:13][O:14][C:15](=[O:20])[C:16]([CH3:18])([CH3:17])[CH3:19])=[O:11])[CH:3]1[CH3:21]

Participants

6

Reactant 3

HCID 6212ChloroformHCID 8857Ethyl AcetateHCID 131712810HCID 131712810, compound

Product 1

HCID 70507422HCID 70507422, compound

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 23444217Acetic acid tetrahydrofuranSolvent

Procedure

By the method of Example 2, pivaloyloxymethyl 1-hydroxy-2-methylcarbapen-2-em-3-carboxylate is reduced with specially activated zinc powder in acetic acid-tetrahydrofuran, the reaction monitored by tlc (4:1 chloroform:ethyl acetate) and the product isolated to yield pivaloyloxymethyl 1-hydroxy-2-methylcarbapenam-3-carboxylate.

Workup

  1. customthe product isolated

Sources & evidence

ORD record
ord-4561dc56cc7945f497a026bee5fc1197
Source dataset
uspto-grants-1982_09
Patent number
US04348264

Reaction notes

Loading…