HCID 54192859, compound → HCID 131721960, compound

HRID 1872315Notes

Reaction equation

HRID 1872315 reaction equation
C1(CC(N[C@@H:11]2[C:28](=[O:29])[N:13]3[C:14]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])=[C:15]([CH:18]=[CH:19][CH3:20])[CH2:16][S:17][C@H:12]23)=O)C=CC=CC=1.[C:30]1(CC(N[C@@H]2C(=O)N3C(C(O)=O)=C(C=CC)CS[C@H]23)=O)[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1>ClCCl>[C:30]1([C@@H:11]2[C:28](=[O:29])[N:13]3[C:14]([C:21]([O:23][C:24]([CH3:25])([CH3:26])[CH3:27])=[O:22])=[C:15]([CH:18]=[CH:19][CH3:20])[CH:16]([NH:13][C:28](=[O:29])[CH3:11])[S:17][C@H:12]23)[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1

Participants

4

Reactant 2

HCID 54192859HCID 54192859, compoundHCID 54428718HCID 54428718, compound

Product 1

HCID 131721960HCID 131721960, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of tert-butyl (6R,7R)-7-phenylacetamido-3-(1-propenyl)-ceph-3-em-4-carboxylate in dichloromethane (30 ml.g-1) was added Lewis acid (3-5 equiv., see table for conditions). The formation of (6R,7R)-7-phenylacetamido-3-(1-propenyl)-ceph-3-em-4-carboxylic acid was monitored either by HPLC or TLC. The results are summarized in the table.

Sources & evidence

ORD record
ord-23342f0e5bf24c829c72732d69ddcd52
Source dataset
uspto-grants-2000_08
Patent number
US06107481

Reaction notes

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