Triphenylphosphine → HCID 172930501, compound

HRID 1153930Notes

Reaction equation

HRID 1153930 reaction equation
[C:1]([O:5][C:6]([C:8]([O:11]/[N:12]=[C:13](/[C:44]1[N:45]=[C:46]([NH:49][C:50]([C:63]2[CH:68]=[CH:67][CH:66]=[CH:65][CH:64]=2)([C:57]2[CH:62]=[CH:61][CH:60]=[CH:59][CH:58]=2)[C:51]2[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=2)[S:47][CH:48]=1)\[C:14]([NH:16][CH:17]1[C:42](=[O:43])[N:19]2[C:20]([C:26]([O:28][CH:29]([C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)[C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)=[O:27])=[C:21]([CH2:24][I:25])[CH2:22][S:23][C@H:18]12)=[O:15])([CH3:10])[CH3:9])=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:69]1([P:75]([C:82]2[CH:87]=[CH:86][CH:85]=[CH:84][CH:83]=2)[C:76]2[CH:81]=[CH:80][CH:79]=[CH:78][CH:77]=2)[CH:74]=[CH:73][CH:72]=[CH:71][CH:70]=1>C1C=CC=CC=1.C(OC(C)C)(C)C>[I-:25].[C:1]([O:5][C:6]([C:8]([O:11]/[N:12]=[C:13](/[C:44]1[N:45]=[C:46]([NH:49][C:50]([C:63]2[CH:68]=[CH:67][CH:66]=[CH:65][CH:64]=2)([C:57]2[CH:62]=[CH:61][CH:60]=[CH:59][CH:58]=2)[C:51]2[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=2)[S:47][CH:48]=1)\[C:14]([NH:16][CH:17]1[C:42](=[O:43])[N:19]2[C:20]([C:26]([O:28][CH:29]([C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)[C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)=[O:27])=[C:21]([CH2:24][P+:75]([C:76]3[CH:77]=[CH:78][CH:79]=[CH:80][CH:81]=3)([C:82]3[CH:87]=[CH:86][CH:85]=[CH:84][CH:83]=3)[C:69]3[CH:70]=[CH:71][CH:72]=[CH:73][CH:74]=3)[CH2:22][S:23][C@H:18]12)=[O:15])([CH3:10])[CH3:9])=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 2

HCID 11776TriphenylphosphineHCID 13180422HCID 13180422, compound

Product 1

HCID 172930501HCID 172930501, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 7914Diisopropyl EtherSolvent

Procedure

A mixture of diphenylmethyl 7-[(Z)-2-(2-t-butoxycarbonyl-2-propoxyimino)-2-(2-tritylaminothiazol-4-yl)acetamido]-3-iodomethyl-3-cephem-4-carboxylate (VII-4', 5.3 g, 5 mmoles) and triphenylphosphine (2.6 g, 10 mmoles) in benzene (100 ml) was stirred at room temperature for 1 hour and diluted with diisopropyl ether. The resulting precipitate was collected by filtration to yield 6.0 g (91%) of the title compound VIII-4'.

Workup

  1. filtrationThe resulting precipitate was collected by filtration

Sources & evidence

ORD record
ord-f357d40033a142cb8f42482e877f6e22
Source dataset
uspto-grants-1984_12
Patent number
US04486586

Reaction notes

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