Hexane → HCID 67648377, compound

HRID 1779553Notes

Reaction equation

HRID 1779553 reaction equation
[H-].[Na+].[C:3]([NH:10][CH2:11][CH2:12][CH2:13][N:14]([C:38]([O:40][C:41]([CH3:44])([CH3:43])[CH3:42])=[O:39])[CH2:15]/[CH:16]=[CH:17]/[CH2:18][N:19]([C:31]([O:33][C:34]([CH3:37])([CH3:36])[CH3:35])=[O:32])[CH2:20][CH2:21][CH2:22][NH:23][C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])([O:5][C:6]([CH3:9])([CH3:8])[CH3:7])=[O:4].Br[CH2:46][CH:47]1[CH2:49][CH2:48]1.CC[CH2:52][CH2:53][CH2:54][CH3:55]>CN(C=O)C>[CH:49]1([CH2:48][N:23]([C:24]([O:26][C:27]([CH3:29])([CH3:30])[CH3:28])=[O:25])[CH2:22][CH2:21][CH2:20][N:19]([C:31]([O:33][C:34]([CH3:37])([CH3:36])[CH3:35])=[O:32])[CH2:18]/[CH:17]=[CH:16]/[CH2:15][N:14]([C:38]([O:40][C:41]([CH3:44])([CH3:43])[CH3:42])=[O:39])[CH2:13][CH2:12][CH2:11][N:10]([CH2:52][CH:53]2[CH2:55][CH2:54]2)[C:3]([O:5][C:6]([CH3:7])([CH3:9])[CH3:8])=[O:4])[CH2:47][CH2:46]1

Participants

6

Reactant 4

HCID 8058HexaneHCID 24758Sodium hydrideHCID 81503BromomethylcyclopropaneHCID 19956408HCID 19956408, compound

Product 1

HCID 67648377HCID 67648377, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

0.4 g (10 mmol) of sodium hydride dispersion (approx. 60%) is added, with stirring, to a solution of 1.5 g (2.5 mmol) of (E)-1,5,10,14-tetra-BOC-1,5,10,14-tetraazatetradec-7-ene in 21.5 ml of DMF. The mixture is stirred for 15 min. at room temperature; then 1.06 ml (10 mmol) of bromomethyl-cyclopropane (approx. 90% ) are added to the reaction mixture and stirring is continued for 90 h at room temperature. Working up analogously to Example 1a) yields the title compound in the form of a colourless resin, Rf value=0.47 (silica gel/ethyl acetate:hexane (2:3)).

Workup

  1. stirringstirring
  2. waitis continued for 90 h at room temperature

Sources & evidence

ORD record
ord-56a27b48c3b344b7a0cb3bc3e433600b
Source dataset
uspto-grants-1997_05
Patent number
US05627215

Reaction notes

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