Chlorine → HCID 14460367, compound

HRID 2371902Notes

Reaction equation

[Cl:1]Cl.[CH3:3][C:4]([CH3:45])([CH3:44])[C:5](=[O:43])[CH:6]([N:20]1[CH:23](SC)[CH:22]([CH:26]([O:28][C:29]([O:31][CH2:32][C:33]2[CH:38]=[CH:37][C:36]([N+:39]([O-:41])=[O:40])=[CH:35][CH:34]=2)=[O:30])[CH3:27])[C:21]1=[O:42])[C:7]([O:9][CH2:10][C:11]1[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[CH:13][CH:12]=1)=[O:8]>C(Cl)(Cl)(Cl)Cl.C(Cl)Cl>[Cl:1][CH:23]1[N:20]([CH:6]([C:5](=[O:43])[C:4]([CH3:45])([CH3:44])[CH3:3])[C:7]([O:9][CH2:10][C:11]2[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[CH:13][CH:12]=2)=[O:8])[C:21](=[O:42])[CH:22]1[CH:26]([O:28][C:29]([O:31][CH2:32][C:33]1[CH:38]=[CH:37][C:36]([N+:39]([O-:41])=[O:40])=[CH:35][CH:34]=1)=[O:30])[CH3:27]

Participants

Conditions

Temperature: -60 °C

Procedure

660 μl of a solution containing 850 mg of chlorine in 10 ml of carbon tetrachloride is added to a solution of 244 mg (0.395 mmol) of p-nitrobenzyl 4,4-dimethyl-2-[4-methylthio-3-(1-(p-nitrobenzyloxycarbonyloxy)-ethyl)-2-oxoazetidinyl]-3-oxopentanoate in 16 ml of methylene chloride at -60° C. The pale yellow solution is stirred at -60° C. for 2 hours, and the solvent is removed in vacuo, to give 236 mg of a colourless, non-crystalline solid. IR spectrum in CH2Cl2 : 2930, 2850, 1795, 1765, 1725, 1620, 1530, 1355 cm-1.

Workup

customthe solvent is removed in vacuo
customto give 236 mg of a colourless, non-crystalline solid

Sources & evidence

ORD record: ord-b5bf3069c6de41e4bf2c12e1910a6ec7
Source dataset: uspto-grants-1992_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05096899

Reaction notes

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