HCID 10509391, compound → HCID 10839847, compound

HRID 260006Notes

Reaction equation

HRID 260006 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5](/[C:7](=[N:35]/[O:36]C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)/[C:8]([NH:10][C@@H:11]2[C:18](=[O:19])[N:17]3[C@@H:12]2[S:13][CH2:14][C:15](/[CH:23]=[C:24]2\[C:25](=[O:34])[N:26]([C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=4)[CH2:27]\2)=[C:16]3[C:20]([OH:22])=[O:21])=[O:9])[N:6]=1>C(O)=O>[NH2:1][C:2]1[S:3][CH:4]=[C:5](/[C:7](=[N:35]/[OH:36])/[C:8]([NH:10][C@@H:11]2[C:18](=[O:19])[N:17]3[C@@H:12]2[S:13][CH2:14][C:15](/[CH:23]=[C:24]2\[C:25](=[O:34])[N:26]([C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=4)[CH2:27]\2)=[C:16]3[C:20]([OH:22])=[O:21])=[O:9])[N:6]=1

Participants

3

Reactant 1

HCID 10509391HCID 10509391, compound

Product 1

HCID 10839847HCID 10839847, compound

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

384 mg (0.5 mmol) (6R,7R)-7-[(Z)-2-(2-Amino-thiazol-4-yl)-2-trityloxyimino-acetylamino]-8-oxo-3-[(Z)-2-oxo-1-phenyl-azetidin-3-ylidenemethyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid were stirred for 75 min in 4 ml of 90% formic acid. The suspension is concentrated in vacuo and the residue triturated with 50 ml of ethyl acetate. The solid was filtered off, dried and stirred for 1 hour with 20 ml of 90% ethanol. The product was isolated by filtration, washed with n-hexane and dried.

Workup

  1. concentrationThe suspension is concentrated in vacuo
  2. customthe residue triturated with 50 ml of ethyl acetate
  3. filtrationThe solid was filtered off
  4. customdried
  5. customThe product was isolated by filtration
  6. washwashed with n-hexane
  7. customdried

Sources & evidence

ORD record
ord-5d8ca2a145d84f2eacaecd926fd3c381
Source dataset
uspto-grants-1996_06
Patent number
US05523400

Reaction notes

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