(1S)-1-(2-([tert-Butyl(dimethyl)silyl]oxy}ethyl)-3,4-dihydro-1H-2-benzopyran-6-carboxamide → (1S)-1-(2-Hydroxyethyl)-3,4-dihydro-1H-2-benzopyran-6-carboxamide

HRID 2056725Notes

Reaction equation

HRID 2056725 reaction equation
[Si]([O:8][CH2:9][CH2:10][C@H:11]1[C:16]2[CH:17]=[CH:18][C:19]([C:21]([NH2:23])=[O:22])=[CH:20][C:15]=2[CH2:14][CH2:13][O:12]1)(C(C)(C)C)(C)C>C(O)(=O)C.O>[OH:8][CH2:9][CH2:10][C@H:11]1[C:16]2[CH:17]=[CH:18][C:19]([C:21]([NH2:23])=[O:22])=[CH:20][C:15]=2[CH2:14][CH2:13][O:12]1

Participants

4

Reactant 1

HCID 69308424(1S)-1-(2-([tert-Butyl(dimethyl)silyl]oxy}ethyl)-3,4-dihydro-1H-2-benzopyran-6-carboxamide

Product 1

HCID 69308374(1S)-1-(2-Hydroxyethyl)-3,4-dihydro-1H-2-benzopyran-6-carboxamide

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

(1S)-1-(2-{[tert-Butyl(dimethyl)silyl]oxy}ethyl)-3,4-dihydro-1H-2-benzopyran-6-carboxamide (1 g, 2.98 mmol) was dissolved in a mixture of acetic acid (10 mL) and water (5 mL), then stirred for 2 h. The solution was evaporated to give a residue that was dried in vacuo at 55° C. to give the title compound as a white solid.

Workup

  1. customThe solution was evaporated
  2. customto give a residue that
  3. customwas dried in vacuo at 55° C.

Sources & evidence

ORD record
ord-8f78bba9493c480493f34a6a04824068
Source dataset
uspto-grants-2008_02
Patent number
US07335660B2

Reaction notes

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