Aluminium lithium hydride → HCID 54181058, compound

HRID 1456582Notes

Reaction equation

HRID 1456582 reaction equation
CN(C)C([O:5][C@H:6]1[CH2:10][N:9]([C:11](OCCCCCCCC)=O)[C@H:8]([CH2:22][CH2:23][O:24][C:25]2[C:30]([O:31][CH3:32])=[CH:29][CH:28]=[CH:27][C:26]=2[CH2:33][CH2:34][C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[CH2:7]1)=O.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[OH:5][C@H:6]1[CH2:10][N:9]([CH3:11])[C@H:8]([CH2:22][CH2:23][O:24][C:25]2[C:30]([O:31][CH3:32])=[CH:29][CH:28]=[CH:27][C:26]=2[CH2:33][CH2:34][C:35]2[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=2)[CH2:7]1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 54180348HCID 54180348, compound

Product 1

HCID 54181058HCID 54181058, compoundYield 59%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1500 mg of (2R,4R)-4-dimethylcarbamoyloxy-2-{2-[6-methoxy-2-(2-phenylethyl)phenoxy]ethyl}-1-octyloxycarbonylpyrrolidine [prepared as described in step (a) above], 25 ml of tetrahydrofuran and 300 mg of lithium aluminum hydride were allowed to react together and subsequently treated in the same manner as described in step (b) of Example 1. The concentrated substance thus obtained was purified by silica gel column chromatography, using a 5:1 by volume mixture of methylene chloride and methanol as the eluent, to give 552 mg (yield 59%) of the title compound as a colorless solid substance.

Workup

  1. customto react together
  2. additionsubsequently treated in the same manner
  3. customThe concentrated substance thus obtained
  4. customwas purified by silica gel column chromatography
  5. additionby volume mixture of methylene chloride and methanol as the eluent

Sources & evidence

ORD record
ord-c2552a219f4f4fe9b2895e0e1eb4d9e7
Source dataset
uspto-grants-1998_12
Patent number
US05843983

Reaction notes

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