3-(tert-Butoxy)propionic acid → 3-tert-Butoxy-N-[(1S,2R,3S,4R)-4-(2,6-dichloro-purin-9-yl)-2,3-dihydroxy-cyclopentyl]-propionamide

HRID 1882539Notes

Reaction equation

HRID 1882539 reaction equation
C(O[C@H:9]([CH3:31])[C:10]([NH:12][C@H:13]1[CH2:17][C@@H:16]([N:18]2[CH:26]=[N:25][C:24]3[C:19]2=[N:20][C:21]([Cl:28])=[N:22][C:23]=3[Cl:27])[C@H:15]([OH:29])[C@@H:14]1[OH:30])=[O:11])C1C=CC=CC=1.[C:32]([O:36]CCC(O)=O)([CH3:35])([CH3:34])[CH3:33]>>[C:32]([O:36][CH2:31][CH2:9][C:10]([NH:12][C@H:13]1[CH2:17][C@@H:16]([N:18]2[CH:26]=[N:25][C:24]3[C:19]2=[N:20][C:21]([Cl:28])=[N:22][C:23]=3[Cl:27])[C@H:15]([OH:29])[C@@H:14]1[OH:30])=[O:11])([CH3:35])([CH3:34])[CH3:33]

Participants

3

Reactant 2

HCID 27609493-(tert-Butoxy)propionic acidHCID 86647544(R)-2-benzyloxy-N-[(1S,2R,3S,4R)-4-(2,6-dichloro-purin-9-yl)-2,3-dihydroxy-cyclopentyl]-propionamide

Product 1

HCID 866475433-tert-Butoxy-N-[(1S,2R,3S,4R)-4-(2,6-dichloro-purin-9-yl)-2,3-dihydroxy-cyclopentyl]-propionamide

Procedure

The title compound is prepared as described for (R)-2-benzyloxy-N-[(1S,2R,3S,4R)-4-(2,6-dichloro-purin-9-yl)-2,3-dihydroxy-cyclopentyl]-propionamide (Example 181, Step 1), by replacing (R)-2-benzyloxy-propionic acid with 3-tert-butoxypropionic acid.

Sources & evidence

ORD record
ord-355bfaadc6574ed9aed3989151b30e6f
Source dataset
uspto-grants-2012_11
Patent number
US08318750B2

Reaction notes

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