Lithium borohydride → HCID 67246215, compound

HRID 2425319Notes

Reaction equation

HRID 2425319 reaction equation
[Li+].[BH4-].C([O:5][C:6](=O)[C:7]([NH:30][C:31](=[O:33])[CH3:32])([CH:13]1[CH2:21][C:20]2[C:15](=[CH:16][CH:17]=[C:18]([CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])[CH:19]=2)[CH2:14]1)[C:8](OCC)=[O:9])C>>[OH:9][CH2:8][C:7]([NH:30][C:31](=[O:33])[CH3:32])([CH2:6][OH:5])[CH:13]1[CH2:21][C:20]2[C:15](=[CH:16][CH:17]=[C:18]([CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])[CH:19]=2)[CH2:14]1

Participants

3

Reactant 2

HCID 4148881Lithium borohydrideHCID 67245862HCID 67245862, compound

Product 1

HCID 67246215HCID 67246215, compoundYield 2%

Procedure

To a solution of LiBH4 (0.564 mL, 1.127 mmol) at 0° C. was added 5 (0.1 g, 0.225 mmol). The mixture was allowed to stir at room temperature for 2 days. The reaction was quenched with water and extracted with EtOAc. The product was purified with silica gel chromatography eluding with 5% MeOH and 95% CH2Cl2. The reaction provided 6 (8 mg, 0.0029 mmol, 2%) and also 8 (5 mg, 0.0017 mmol, 0.74%).

Workup

  1. customThe reaction was quenched with water
  2. extractionextracted with EtOAc
  3. customThe product was purified with silica gel chromatography

Sources & evidence

ORD record
ord-171cd932eef2472c9ef9c3350bed8493
Source dataset
uspto-grants-2011_06
Patent number
US07964649B2

Reaction notes

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