Trisodium Phosphate → 6-(1-Hydroxyethyl)-4-methyl-7-oxo-3-[[tetrahydro-5-[[(1-iminoethyl)amino]methyl]-3-furanyl]thio]-1-azabicyclo[3.2.0]-hept-2-ene-2-carboxylic acid

HRID 1290367Notes

Reaction equation

[NH2:1][CH2:2][CH:3]1[O:7][CH2:6][CH:5]([S:8][C:9]2[CH:15]([CH3:16])[CH:14]3[N:11]([C:12](=[O:20])[CH:13]3[CH:17]([OH:19])[CH3:18])[C:10]=2[C:21]([OH:23])=[O:22])[CH2:4]1.P([O-])([O-])([O-])=O.[Na+].[Na+].[Na+].Cl.[C:33](=[NH:38])(OCC)[CH3:34]>>[OH:19][CH:17]([CH:13]1[C:12](=[O:20])[N:11]2[CH:14]1[CH:15]([CH3:16])[C:9]([S:8][CH:5]1[CH2:4][CH:3]([CH2:2][NH:1][C:33](=[NH:38])[CH3:34])[O:7][CH2:6]1)=[C:10]2[C:21]([OH:23])=[O:22])[CH3:18]

Participants

Reactant 3

HCID 24243Trisodium Phosphate

HCID 2724290Ethanimidic acid, ethyl ester, hydrochloride (1:1)

HCID 749715283-[[5-(Aminomethyl)tetrahydro-3-furanyl]thio]-6-(1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

Product 1

HCID 1784655956-(1-Hydroxyethyl)-4-methyl-7-oxo-3-[[tetrahydro-5-[[(1-iminoethyl)amino]methyl]-3-furanyl]thio]-1-azabicyclo[3.2.0]-hept-2-ene-2-carboxylic acidYield 77.3%

Procedure

The title compound is prepared by the procedure of Example 47 using 0.052 g of product from Example 46, 5 ml of sodium phosphate buffer (pH 7) adjusted to pH 8.5 and 0.097 g of ethyl acetimidate hydrochloride to give 0.045 g of the desired product.

Sources & evidence

ORD record: ord-5f3e14157a8b410c82a77228d8816dd3
Source dataset: uspto-grants-1998_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05750735

Reaction notes

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