Hydrochloric Acid → HCID 69760149, compound

HRID 392320Notes

Reaction equation

HRID 392320 reaction equation
[P:1]([O:33][CH2:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)([O:25][CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)([O:3][CH2:4][C@@H:5]1[C@@H:12]2[C@@H:8]([O:9]C(C)(C)[O:11]2)[C@H:7]([N:15]2[CH:20]=[CH:19][N:18]=[C:17]([C:21]([NH2:23])=[O:22])[C:16]2=[O:24])[O:6]1)=[O:2].Cl>O1CCCC1.O>[P:1]([O:25][CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)([O:33][CH2:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)([O:3][CH2:4][C@@H:5]1[C@@H:12]([OH:11])[C@@H:8]([OH:9])[C@H:7]([N:15]2[CH:20]=[CH:19][N:18]=[C:17]([C:21]([NH2:23])=[O:22])[C:16]2=[O:24])[O:6]1)=[O:2]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 23521443HCID 23521443, compound

Product 1

HCID 69760149HCID 69760149, compoundYield 43%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

In a mixture of 2 mL of tetrahydrofuran and 1 mL of water was dissolved 100 mg of {(3aR,4R,6R,6aR)-6-[3-(aminocarbonyl)-2-oxo-1(2H)-pyrazinyl]-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl]methyl dibenzyl phosphate. After adjusting the pH value to 0.5 with 6 mol/L hydrochloric acid, the mixture was left to stand at room temperature for 2 days. The deposited solid matter was collected by filtration and washed with ethanol to obtain 40 mg of {(2R,3S,4R,5R)-5-[3-(aminocarbonyl)-2-oxo-1(2H)-pyrazinyl]-3,4-dihydroxytetrahydro-2-furanyl}methyl dibenzyl phosphate as a solid product.

Workup

  1. waitthe mixture was left
  2. filtrationThe deposited solid matter was collected by filtration
  3. washwashed with ethanol

Sources & evidence

ORD record
ord-dabac63fc8a24fa1ab3fbe2037941b7b
Source dataset
uspto-grants-2004_10
Patent number
US06800629B2

Reaction notes

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