Acetate → HCID 53322417, compound

HRID 2374649Notes

Reaction equation

HRID 2374649 reaction equation
[CH:1]1[C:2]2[C:15]3=[CH:16][C@H:17]([OH:25])[C@H:18]4[O:23][P:21]([OH:24])(=[O:22])[O:20][C@H:19]4[C@@H:14]3[NH:13][C:11](=[O:12])[C:3]=2[C:4]([OH:10])=[C:5]2[O:9][CH2:8][O:7][C:6]=12.CO.O.C([O-])(=O)C.[Mg+2:33].C([O-])(=O)C.C([O-])(=O)C>O>[CH:1]1[C:2]2[C:15]3=[CH:16][C@H:17]([OH:25])[C@H:18]4[O:23][P:21]([O-:24])(=[O:22])[O:20][C@H:19]4[C@@H:14]3[NH:13][C:11](=[O:12])[C:3]=2[C:4]([O-:10])=[C:5]2[O:9][CH2:8][O:7][C:6]=12.[Mg+2:33]

Participants

6

Reactant 4

HCID 175AcetateHCID 8896Magnesium AcetateHCID 9820646HCID 9820646, compoundHCID 22242641Methanol--water (1/1)

Product 1

HCID 53322417HCID 53322417, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixture of phosphoric acid (3b, 50 mg, 0.135 mmol) and methanol-water (3:2) was added a solution of magnesium acetate (15 mg, 0.0675 mmol. 0.5 equiv) in water (1 ml). The mixture became opaque immediately upon addition of the metal acetate and was stirred for 3 days while further precipitation occurred. The solution was concentrated to a white residue and water-methanol was added (1.4 ml). The precipitate was collected and dried; grey solid, m.p. 210° C. dec. very insoluble in water, soluble in DMSO; 1H-NMR (DMSO-d6, 300 MHz) δ 13.69 (s, 1H), 8.73 (s, 1H), 6.99 (s, 1H), 6.43 (s, 1H), 6.14 (m, 1H), 6.05 (s, 2H), 5.82 (bs, 1H), 4.41-4.31 (m, 2H), 4.03-3.95 (m, 2H). Each of the divalent cation salts proved to be only sparingly soluble in water.

Workup

  1. concentrationThe solution was concentrated to a white residue and water-methanol
  2. additionwas added (1.4 ml)
  3. customThe precipitate was collected
  4. customdried

Sources & evidence

ORD record
ord-4664b1fd5c644887af584c16b2242b16
Source dataset
uspto-grants-2008_12
Patent number
US07462609B2

Reaction notes

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