1-Butanaminium, N,N,N-tributyl-, fluoride, hydrate → HCID 9833987, compound

HRID 900499Notes

Reaction equation

HRID 900499 reaction equation
[OH2:1].[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[Si]([CH2:27][CH2:28][C@H:29]([OH:35])[C:30]([CH3:34])([CH3:33])[C:31]#[N:32])(C(C)(C)C)(C)C>>[OH:1][CH2:27][CH2:28][C@H:29]([OH:35])[C:30]([CH3:34])([CH3:33])[C:31]#[N:32]

Participants

3

Reactant 2

HCID 162116731-Butanaminium, N,N,N-tributyl-, fluoride, hydrateHCID 235679315-tert-butyldimethylsilyl-2,2-dimethyl-3(S)hydroxy-pentane-nitrile2×

Product 1

HCID 9833987HCID 9833987, compound

Procedure

12.18 g (46.61 mmol) of tetrabutylammonium fluoride hydrate is added to a solution that consists of 3 g (11.65 mmol) of 5-tert-butyldimethylsilyl-2,2-dimethyl-3(S)hydroxy-pentane-nitrile of the title compound of Example 8b, dissolved in 40 ml of tetrahydrofaran, and it is stirred for 16 hours at room temperature. Then, it is evaporated to the dry state in a vacuum. The residue is purified by RP-18 chromatography (mobile solvent: acetonitrile/water gradient).

Workup

  1. dissolutiondissolved in 40 ml of tetrahydrofaran, and it
  2. customThen, it is evaporated to the dry state in a vacuum
  3. customThe residue is purified by RP-18 chromatography (mobile solvent: acetonitrile/water gradient)

Sources & evidence

ORD record
ord-96c160347ea340c3b0be0989136b2815
Source dataset
uspto-grants-2008_04
Patent number
US07358382B2

Reaction notes

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