4-Methylmorpholine → HCID 118641978, compound

HRID 986382Notes

Reaction equation

HRID 986382 reaction equation
CN1CCOCC1.C(OC(Cl)=O)C(C)C.[NH:16](C(OCC1C=CC=CC=1)=O)[C@H:17]([C:30]([NH:32][C@H:33]([C:41]([NH2:43])=[O:42])[CH2:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)=[O:31])[CH2:18][CH2:19][CH2:20][CH2:21][NH:22][C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24]>CN(C=O)C>[NH2:16][C@H:17]([C:30]([NH:32][C@H:33]([C:41]([NH2:43])=[O:42])[CH2:34][C:35]1[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=1)=[O:31])[CH2:18][CH2:19][CH2:20][CH2:21][NH:22][C:23]([O:25][C:26]([CH3:28])([CH3:27])[CH3:29])=[O:24]

Participants

5

Reactant 3

HCID 79724-MethylmorpholineHCID 62365Isobutyl chloroformateHCID 16068642HCID 16068642, compound

Product 1

HCID 118641978HCID 118641978, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
-15 °C

Procedure

NMM (0.4 g, 4 mmol) and isobutylchloroformate (0.53 g, 4 mmol) are added to the obtained solution, cooled to -15° C. and kept under nitrogen atmosphere and, two minutes later, a DMF solution of Lys(Boc)-PheNH2 (1.6 g, 4 mmol), obtained by cleavage of the benzyloxycarbonyl group from Z-Lys(Boc)-PheNH2 through catalytic hydrogenation over 10% Pd-on-carbon, is added.

Sources & evidence

ORD record
ord-abf9e7bd2cdd4013875fb86de2674417
Source dataset
uspto-grants-1987_12
Patent number
US04713367

Reaction notes

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