4-Methylmorpholine → HCID 13105135, compound

HRID 1758466Notes

Reaction equation

HRID 1758466 reaction equation
ClC(OCC(C)C)=O.CN1CCOCC1.[C:16]([NH:23][C@H:24]([C:32]([OH:34])=O)[CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17].[NH:35]([CH3:54])[C@H:36]([C:38]([NH:40][C@H:41]([C:50]([O:52][CH3:53])=[O:51])[CH2:42][C:43]1[CH:48]=[CH:47][C:46]([OH:49])=[CH:45][CH:44]=1)=[O:39])[CH3:37]>C(OC(=O)C)C>[NH:23]([C:16]([O:18][C:19]([CH3:20])([CH3:21])[CH3:22])=[O:17])[C@H:24]([C:32]([N:35]([CH3:54])[C@H:36]([C:38]([NH:40][C@H:41]([C:50]([O:52][CH3:53])=[O:51])[CH2:42][C:43]1[CH:48]=[CH:47][C:46]([OH:49])=[CH:45][CH:44]=1)=[O:39])[CH3:37])=[O:34])[CH2:25][C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1

Participants

6

Reactant 4

HCID 79724-MethylmorpholineHCID 62365Isobutyl chloroformateHCID 77857L-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-HCID 13105133HCID 13105133, compound

Product 1

HCID 13105135HCID 13105135, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The procedure of Example 1 is followed using 1 liter of ethylacetate, 30.68 ml of isobutyl chloroformate, 26.00 ml of N-methylmorpholine, 62.72 grams of BOC-phenylalanine and 68 grams of N-Me-Ala-Tyr-OMe affording 3 crops of product as follows:

Sources & evidence

ORD record
ord-091ab446f2ca4fa2ac3de0fbeda120d8
Source dataset
uspto-grants-1983_02
Patent number
US04374060

Reaction notes

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