HCID 86607334, compound → HCID 58296218, compound

HRID 552764Notes

Reaction equation

HRID 552764 reaction equation
C([NH:20][S:21](=[O:46])(=[O:45])[O:22][CH2:23][C@@H:24]1[C@@H:31]2[C@@H:27]([O:28]C(C)(C)[O:30]2)[C@H:26]([N:34]2[CH:42]=[N:41][C:40]3[C:35]2=[N:36][CH:37]=[N:38][C:39]=3[CH2:43][CH3:44])[O:25]1)(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>C(O)(C(F)(F)F)=O.O>[S:21](=[O:46])(=[O:45])([O:22][CH2:23][C@@H:24]1[C@@H:31]([OH:30])[C@@H:27]([OH:28])[C@H:26]([N:34]2[CH:42]=[N:41][C:40]3[C:35]2=[N:36][CH:37]=[N:38][C:39]=3[CH2:43][CH3:44])[O:25]1)[NH2:20]

Participants

3

Reactant 1

HCID 86607334HCID 86607334, compound

Product 1

HCID 58296218HCID 58296218, compoundYield 84.7%

Reagents, catalysts & solvents 1

HCID 22392675Trifluoroacetic acid waterSolvent

Procedure

A solution of [(3aR,4R,6R,6aR)-6-(6-ethyl-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl]methyl tritylsulfamate (149.0 mg, 0.23 mmol) in TFA/water (5.0 mL, 9:1) was stirred for 30 minutes, concentrated to dryness, dissolved in methanol and concentrated again. The residue was purified by prep HPLC to yield the title compound (70 mg, 84%).

Workup

  1. concentrationconcentrated to dryness
  2. dissolutiondissolved in methanol
  3. concentrationconcentrated again
  4. customThe residue was purified by prep HPLC

Sources & evidence

ORD record
ord-3e031f367d8d4fdca33da6b2604f1747
Source dataset
uspto-grants-2011_05
Patent number
US07951810B2

Reaction notes

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