p-Toluenesulfonic acid → HCID 86647566, compound

HRID 1882628Notes

Reaction equation

HRID 1882628 reaction equation
[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[C@@H:11]2[CH2:15][C@H:14]([NH:16][C:17](=[O:20])[CH2:18][CH3:19])[C@@H:13]([OH:21])[C@H:12]2[OH:22])=[C:4]([NH:23][CH2:24][CH:25]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[N:3]=1.CO[C:40](OC)([CH3:42])[CH3:41].C1(C)C=CC(S(O)(=O)=O)=CC=1>CC(C)=O>[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[C@H:11]2[C@@H:12]3[O:22][C:40]([CH3:42])([CH3:41])[O:21][C@@H:13]3[C@@H:14]([NH:16][C:17](=[O:20])[CH2:18][CH3:19])[CH2:15]2)=[C:4]([NH:23][CH2:24][CH:25]([C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=2)[C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)[N:3]=1

Participants

5

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 64952,2-DimethoxypropaneHCID 86622630N-[(1S,2R,3S,4R)-4-[2-Chloro-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentyl]-propionamide2×

Product 1

HCID 86647566HCID 86647566, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

The title compound is prepared by dissolving N-{(1S,2R,3S,4R)-4-[2-chloro-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentyl}-propionamide (Intermediate J) in a 2:1 mixture of acetone and 2,2-dimethoxypropane with a catalytic amount of toluene-4-sulfonic acid, and stirring at room temperature overnight. The volatile components are removed under reduced pressure to afford the title compound.

Workup

  1. customThe title compound is prepared
  2. customThe volatile components are removed under reduced pressure

Sources & evidence

ORD record
ord-1c17891748194069a7c54436420ae59b
Source dataset
uspto-grants-2012_11
Patent number
US08318750B2

Reaction notes

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