Acetone-D6 → HCID 70589080, compound

HRID 2049565Notes

Reaction equation

HRID 2049565 reaction equation
CC(O[CH2:5][C:6]1[CH2:23][S:22][C@@H:9]2[C@H:10]([NH:13][C:14]([CH2:16][C:17]3[S:21][CH:20]=[CH:19][CH:18]=3)=[O:15])[C:11](=[O:12])[N:8]2[C:7]=1[C:24]([O-:26])=[O:25])=O.[Na+].[CH3:28][N:29]([CH3:39])[C:30](=[O:38])[CH2:31][N:32]1[C:36]([SH:37])=[N:35][N:34]=[N:33]1.[2H]C([2H])([2H])C(C([2H])([2H])[2H])=O>C(O)C>[S:21]1[CH:20]=[CH:19][CH:18]=[C:17]1[CH2:16][C:14]([NH:13][CH:10]1[C:11](=[O:12])[N:8]2[C:7]([C:24]([OH:26])=[O:25])=[C:6]([CH2:5][S:37][C:36]3[N:32]([CH2:31][C:30](=[O:38])[N:29]([CH3:28])[CH3:39])[N:33]=[N:34][N:35]=3)[CH2:23][S:22][C@H:9]12)=[O:15]

Participants

5

Reactant 3

HCID 522220Acetone-D6HCID 23675321Cephalothin SodiumHCID 178484606HCID 178484606, compound

Product 1

HCID 70589080HCID 70589080, compoundYield 44.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Prepared from sodium cephalothin and N,N-dimethyl-5-mercapto-1H-tetrazol-1-ylacetamide as described in example 12(b) in 44.1% yield; t.l.c. (SiO2 ; B.A.W; 12:3:5) Rf=0.35; λmax (95% ethanol) 271 nm (ε 8,390); δ(free acid) [(CD3)2CO] 2.33 and 3.27 (6H, 2×s -N(CH3)2), 3.85 (2H,s, C2 methylene), 4.00 (2H,s, --CH2CO--), 4.47 (2H,bs, --CH2S--), 5.20 (1H,d, J 5 Hz, C6 proton), 5.55 (2H,s, --CH2CON(CH3)2), 5.97 (1H,dd, J 5 and 9 Hz, C7 proton), 6.9-8.0 (4H,m, thienyl protons and --CO2H), 8.29 (1H,d, J 9 Hz, --CONH--).

Sources & evidence

ORD record
ord-729725698a5d498fa76edcfaaedf4c5d
Source dataset
uspto-grants-1980_04
Patent number
US04198406

Reaction notes

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