4-Methylmorpholine → HCID 23568573, compound

HRID 1822765Notes

Reaction equation

HRID 1822765 reaction equation
C(OC(Cl)=O)C(C)C.[C:9]([NH:16][C@H:17]([C:22]([OH:24])=O)[CH2:18][CH2:19][CH2:20][CH3:21])([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10].CN1CCOCC1.[CH2:32]([NH2:36])[CH2:33][CH2:34][CH3:35]>C1COCC1>[CH2:32]([NH:36][C:22](=[O:24])[C@H:17]([CH2:18][CH2:19][CH2:20][CH3:21])[NH:16][C:9]([O:11][C:12]([CH3:13])([CH3:14])[CH3:15])=[O:10])[CH2:33][CH2:34][CH3:35]

Participants

6

Reactant 4

HCID 79724-MethylmorpholineHCID 8007ButylamineHCID 62365Isobutyl chloroformateHCID 2733747N-tert-Butoxycarbonyl-L-norleucine

Product 1

HCID 23568573HCID 23568573, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

One equivalent of isobutylchloroformate is added to a solution of N-Boc-L-norleucine and one equivalent of a base such as N-methylmorpholine in THF at 0□C. After two minutes, one equivalent of butylamine is added and the mixture allowed to warm to room temperature. After thirty minutes, the reaction mixture is passed through a bed of Celite and all volatiles are removed under reduced pressure to yield N-Boc-L-norleucine butylamide.

Workup

  1. waitAfter thirty minutes
  2. customall volatiles are removed under reduced pressure

Sources & evidence

ORD record
ord-7387a4d52400477bb38800b96d850a2d
Source dataset
uspto-grants-2006_05
Patent number
US07037916B2

Reaction notes

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