Potassium Carbonate → HCID 14349734, compound

HRID 2292052Notes

Reaction equation

HRID 2292052 reaction equation
[C:1]([O:4][CH2:5][C:6]1[CH2:13][S:12][C@H:11]2[N:8]([C:9](=[O:18])[C@H:10]2[NH:14][C:15]([NH2:17])=[S:16])[C:7]=1[C:19]([O:21][CH:22]([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)=[O:20])(=[O:3])[CH3:2].Br[CH2:36][C:37](=O)[C:38]([O:40][Si](C)(C)C)=[O:39].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[C:1]([O:4][CH2:5][C:6]1[CH2:13][S:12][C@H:11]2[N:8]([C:9](=[O:18])[C@H:10]2[NH:14][C:15]2[S:16][CH:36]=[C:37]([C:38]([OH:40])=[O:39])[N:17]=2)[C:7]=1[C:19]([O:21][CH:22]([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)[C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1)=[O:20])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 13030113HCID 13030113, compoundHCID 14349717HCID 14349717, compound

Product 1

HCID 14349734HCID 14349734, compoundYield 92.5%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 770 mg of (6R-trans)-3-[(acetyloxy)methyl]-7-[(aminothioxomethyl)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, diphenylmethyl ester, 425 mg of 3-bromo-2-oxopropanoic acid, trimethylsilyl ester, 110 mg of potassium carbonate and 15 ml of acetonitrile was reacted as described in Example 1, giving 810 mg of the desired compound.

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-ea003c55f8744cb0895ceed7ebe0a327
Source dataset
uspto-grants-1989_01
Patent number
US04800199

Reaction notes

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