Water → HCID 58292688, compound

HRID 1798127Notes

Reaction equation

HRID 1798127 reaction equation
[Si]([O:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:14]=[C:15]([CH3:29])[C:16]2[CH:20]([CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])[O:19][B:18]([OH:27])[C:17]=2[CH:28]=1)(C(C)(C)C)(C)C.C1COCC1.O>C(O)(=O)C>[OH:27][B:18]1[C:17]2[CH:28]=[C:13]([O:12][CH2:11][CH2:10][CH2:9][OH:8])[CH:14]=[C:15]([CH3:29])[C:16]=2[CH:20]([CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])[O:19]1

Participants

5

Reactant 3

HCID 962WaterHCID 8028TetrahydrofuranHCID 58292804HCID 58292804, compound

Product 1

HCID 58292688HCID 58292688, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Ethyl 2-(6-(3-(tert-butyldimethylsilyloxy)propoxy)-1-hydroxy-4-methyl-1,3-dihydrobenzo[c][1,2]oxaborol-3-yl)acetate was treated with a mixture of THF:water:acetic acid (ratio 1:1:2) at 55° C. for 1.5 hours. The solvent was then removed under reduced pressure and the resulting residue was dried under vacuum overnight and used directly in next step without further purification.

Workup

  1. customThe solvent was then removed under reduced pressure
  2. customthe resulting residue was dried under vacuum overnight
  3. customused directly in next step without further purification

Sources & evidence

ORD record
ord-662eddec12d64728b90135295faada94
Source dataset
uspto-grants-2013_01
Patent number
US08343944B2

Reaction notes

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