Mandelic Acid → HCID 131711004, compound

HRID 462314Notes

Reaction equation

HRID 462314 reaction equation
[NH2:1][CH:2]1[C:23](=[O:24])[N:4]2[C:5]([C:16]([O:18]C(C)(C)C)=[O:17])=[C:6]([CH:9]=[CH:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH2:7][S:8][C@H:3]12.[OH:25][CH:26]([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)[C:27](O)=[O:28]>>[CH2:14]([O:13][C:11]([CH:10]=[CH:9][C:6]1[CH2:7][S:8][C@@H:3]2[CH:2]([NH:1][C:27](=[O:28])[CH:26]([OH:25])[C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[C:23](=[O:24])[N:4]2[C:5]=1[C:16]([OH:18])=[O:17])=[O:12])[CH3:15]

Participants

3

Reactant 2

HCID 1292Mandelic AcidHCID 131711003HCID 131711003, compound

Product 1

HCID 131711004HCID 131711004, compound

Procedure

Following the general procedure of Example 9, a salt of tert-butyl 7-amino-3-(2'-ethoxycarbonylvinyl)-3-cephem-4-carboxylate was acylated with the acid chloride derivative of 2-hydroxy-2-phenylacetic acid (mandelic acid), and after ester group removal the title compound was obtained as product.

Workup

  1. customafter ester group removal the title compound
  2. customwas obtained as product

Sources & evidence

ORD record
ord-2819200483134f0b8e69587095443d80
Source dataset
uspto-grants-1977_12
Patent number
US04065620

Reaction notes

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