Acetic acid, 2-(2-naphthalenylthio)- → (3,5-Dimethyl-phenylsulfanyl)acetic acid

HRID 1370681Notes

Reaction equation

HRID 1370681 reaction equation
I.N[C@@H:3]1C(=O)N2[C@@H]1SCC(/C=C/CN1CCC(O)CC1)=C2C(O)=O.[CH:25]1[C:34]2[C:29](=CC=C[CH:33]=2)[CH:28]=[CH:27][C:26]=1[S:35][CH2:36][C:37]([OH:39])=[O:38].S1C2C=CC=CC=2N=C1SCC(O)=O>>[CH3:3][C:28]1[CH:27]=[C:26]([S:35][CH2:36][C:37]([OH:39])=[O:38])[CH:25]=[C:34]([CH3:33])[CH:29]=1

Participants

4

Reactant 3

HCID 66728Acetic acid, 2-(2-naphthalenylthio)-HCID 805252-(2-Benzothiazolylthio)acetic acidHCID 70029324HCID 70029324, compound

Product 1

HCID 18510393(3,5-Dimethyl-phenylsulfanyl)acetic acid

Procedure

By operating in an analogous manner to the procedure described in Example 1, (E)-(6R,7R)-7-amino-3-[3-(4-hydroxy-piperidin-1-yl)-propenyl]-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid monohydroiodide was acylated with naphthalen-2-ylsulfanyl-acetic acid, with benzothiazol-2-ylsulfanyl-acetic acid, and with (3,5-dimethyl-phenylsulfanyl)-acetic acid, respectively, to give the following compounds as pale-yellow solids:

Sources & evidence

ORD record
ord-2833393e588642ffa5e7cad71443fe94
Source dataset
uspto-grants-2003_06
Patent number
US06583133B1

Reaction notes

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