Potassium → N-(3-Butoxy-2-oxo-1-sulfo-3-azetidinyl)-2-phenylacetamide, tetrabutylammonium salt
Reaction equation
[CH2:1]([N+:5]([CH2:14][CH2:15][CH2:16][CH3:17])([CH2:10][CH2:11][CH2:12][CH3:13])[CH2:6][CH2:7][CH2:8][CH3:9])[CH2:2][CH2:3][CH3:4].Cl[N:19]([CH:29]1[CH2:32][N:31]([S:33]([OH:36])(=[O:35])=[O:34])[C:30]1=[O:37])[C:20](=[O:28])[CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.[K].C([N+](CCCC)(CCCC)CCCC)CCC.O=C1C(N(Cl)C([O:64][CH2:65][C:66]2C=CC=[CH:68][CH:67]=2)=O)CN1S([O-])(=O)=O>>[CH2:14]([N+:5]([CH2:1][CH2:2][CH2:3][CH3:4])([CH2:6][CH2:7][CH2:8][CH3:9])[CH2:10][CH2:11][CH2:12][CH3:13])[CH2:15][CH2:16][CH3:17].[CH2:65]([O:64][C:29]1([NH:19][C:20](=[O:28])[CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH2:32][N:31]([S:33]([OH:36])(=[O:35])=[O:34])[C:30]1=[O:37])[CH2:66][CH2:67][CH3:68]Participants
4
Reactant 3
Product 1
Procedure
Following the procedure of Example 80, but substituting N-chloro-N-(2-oxo-1-sulfo-3-azetidinyl)-2-phenylacetamide, tetrabutylammonium salt (see Example 47A for preparation of the corresponding potassium salt) for 2-oxo-3-[N-chloro-N-[(phenylmethoxy)carbonyl]amino]-1-azetidinesulfonic acid, tetrabutylammonium salt, yields the title compound as an oil: nmr (CDCl3) 3.62 (s,2H,C6H5CH2), 4.03 (ABq,2H,ν=7 cps, C-4 CH2), 6.98 (s,1H,NH) and 7.30 ppm (S,5H,C6H5).
Sources & evidence
- ORD record
- ord-67a1dc3a0b254e49b8f1e0de576ffa8e
- Source dataset
- uspto-grants-1985_07
- Patent number
- US04529698
Reaction notes
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