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Phosphate → HCID 178508926, compound

HRID 373662
Notes
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Reaction equation

HRID 373662 reaction equation
[CH:1]1[N:5]([C@@H:6]2[O:9][C@H:8]([CH2:10][OH:11])[C@H:7]2[CH2:12][OH:13])[C:4]2[N:14]=[C:15]([NH2:19])[N:16]=[C:17](N)[C:3]=2[N:2]=1.P([O-])([O-])([O-])=[O:21]>[C@@H]1(N2C3N=CN=C(N)C=3N=C2)O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O>[CH:1]1[N:5]([C@@H:6]2[O:9][C@H:8]([CH2:10][OH:11])[C@H:7]2[CH2:12][OH:13])[C:4]2[NH:14][C:15]([NH2:19])=[N:16][C:17](=[O:21])[C:3]=2[N:2]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 1061PhosphateHCID 4515592-Aminooxetanocin A

Product 1

HCID 178508926HCID 178508926, compound

Reagents, catalysts & solvents 1

HCID 6083Adenosine MonophosphateSolvent

Conditions

Temperature
37 °C

Procedure

After 2.0 g of 2-amino-OXT-A was dissolved in 300 ml of 1/10M phosphate buffer (pH 6.5), 200 units of 5'-adenylic acid deaminase (manufactured by Sigma Co., A-1907) were added to the solution followed by stirring at 37° C. for 50 hours. After the reaction solution was passed through a column packed with MCI® GEL CHP 20 (300 ml) and the reaction products were adsorbed onto it, the products were eluted by water. Fractions showing an Rf value of about 0.42 in silica gel TLC [developing solvent: n-butanol-acetic acid-water (4:1:2)] were collected and concentrated to dryness under reduced pressure to give 1.8 g of OXT-G as colorless crystals (yield, 90%).

Workup

  1. addition, A-1907) were added to the solution
  2. washthe products were eluted by water
  3. customwere collected
  4. concentrationconcentrated to dryness under reduced pressure
  5. customto give

Sources & evidence

ORD record
ord-b18c4afd2c6c4adb8bfac8575dfa5d7b
Source dataset
uspto-grants-1992_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05164500

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes