Aluminium lithium hydride → HCID 54220910, compound

HRID 1456579Notes

Reaction equation

HRID 1456579 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[CH:30]=[C:29]([O:31][CH3:32])[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[CH:30]=[C:29]([O:31][CH3:32])[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 57310336HCID 57310336, compound

Product 1

HCID 54220910HCID 54220910, compoundYield 41.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1500 mg of (2R,4R)-4-dimethylcarbamoyloxy-2-{2-[5-methoxy-2-(2-phenylethyl)phenoxy]ethyl}-1-octyloxycarbonylpyrrolidine [prepared as described in step (a) above], 25 ml of tetrahydrofuran and 310 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 385 mg (yield 41%) 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-02d3f77f2de34aefb58be744384b91e1
Source dataset
uspto-grants-1998_12
Patent number
US05843983

Reaction notes

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