(Z)-2-(2-Tritylaminothiazol-4-yl)-2-methoxyiminoacetic acid → HCID 131715967, compound

HRID 1904652Notes

Reaction equation

HRID 1904652 reaction equation
[NH2:1][CH:2]1[C:29](=[O:30])[N:4]2[C:5]([C:17]([O:19][CH2:20][C:21]3[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][CH:22]=3)=[O:18])=[C:6]([CH:9]=[CH:10][C:11]3[S:15][CH:14]=[N:13][C:12]=3[CH3:16])[CH2:7][S:8][C@H:3]12.[C:31]([NH:50][C:51]1[S:52][CH:53]=[C:54]([C:56](=[N:60][O:61][CH3:62])[C:57](O)=[O:58])[N:55]=1)([C:44]1[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1)([C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1>>[CH3:28][O:27][C:24]1[CH:23]=[CH:22][C:21]([CH2:20][O:19][C:17]([C:5]2[N:4]3[C:29](=[O:30])[CH:2]([NH:1][C:57](=[O:58])[C:56](=[N:60][O:61][CH3:62])[C:54]4[N:55]=[C:51]([NH:50][C:31]([C:38]5[CH:39]=[CH:40][CH:41]=[CH:42][CH:43]=5)([C:44]5[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=5)[C:32]5[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=5)[S:52][CH:53]=4)[C@H:3]3[S:8][CH2:7][C:6]=2[CH:9]=[CH:10][C:11]2[S:15][CH:14]=[N:13][C:12]=2[CH3:16])=[O:18])=[CH:26][CH:25]=1

Participants

3

Reactant 2

HCID 2724510(Z)-2-(2-Tritylaminothiazol-4-yl)-2-methoxyiminoacetic acidHCID 131715968HCID 131715968, compound

Product 1

HCID 131715967HCID 131715967, compoundYield 72%

Procedure

p-Methoxybenzyl 7-amino-3-[2-(4-methylthiazol-5-yl)vinyl]-3-cephem-4-carboxylate (trans-isomer) as prepared by the method of Reference Example 2 as above and 2-(tritylaminothiazol-4-yl)-2-methoxyiminoacetic acid (syn-isomer) were reacted with each other and the reaction product was processed in the same manner as in Example 1 to give the titled compound in a yield of 72%.

Workup

  1. customwere reacted with each other and the reaction product

Sources & evidence

ORD record
ord-2a2977aa3e864dc784c06022afbbba1c
Source dataset
uspto-grants-1989_06
Patent number
US04839350

Reaction notes

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