4-Methylmorpholine → HCID 178512173, compound

HRID 1196304Notes

Reaction equation

HRID 1196304 reaction equation
[NH:1](C(OC(C)(C)C)=O)[C@H:2]([C:12]([N:14]1[CH2:42][CH2:41][CH2:40][C@H:15]1[C:16]([NH:18][C@H:19]([C:30]([O:32][CH2:33][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)=[O:31])[CH2:20][CH2:21][CH2:22][NH:23][C:24](=[NH:29])[NH:25][N+:26]([O-:28])=[O:27])=[O:17])=[O:13])[CH2:3][O:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.Cl.CCOC(C)=O.CN1CCOCC1.[N:64]1([C:79]([O:81][CH2:82][C:83]2[CH:88]=[CH:87][CH:86]=[CH:85][CH:84]=2)=[O:80])[CH2:78][CH2:77][CH2:76][C@H:65]1[C:66]([O:68]N1C(=O)CCC1=O)=O>CCOCC>[N:64]1([C:79]([O:81][CH2:82][C:83]2[CH:84]=[CH:85][CH:86]=[CH:87][CH:88]=2)=[O:80])[CH2:78][CH2:77][CH2:76][C@H:65]1[C:66]([NH:1][C@H:2]([C:12]([N:14]1[CH2:42][CH2:41][CH2:40][C@H:15]1[C:16]([NH:18][C@H:19]([C:30]([O:32][CH2:33][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)=[O:31])[CH2:20][CH2:21][CH2:22][NH:23][C:24](=[NH:29])[NH:25][N+:26]([O-:28])=[O:27])=[O:17])=[O:13])[CH2:3][O:4][CH2:5][C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1)=[O:68]

Participants

6

Reactant 4

HCID 79724-MethylmorpholineHCID 8534821,2-Pyrrolidinedicarboxylic acid, 2-(2,5-dioxo-1-pyrrolidinyl) 1-(phenylmethyl) ester, (2S)-HCID 21866389Hydrogen chloride-ethyl acetateHCID 178454227HCID 178454227, compound

Product 1

HCID 178512173HCID 178512173, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The desired compound was prepared from 4.0 g of Boc-Ser(Bzl)-Pro-Arg(NO2)-OBzl, 20 ml of 4N HCl-AcOEt, 1 ml of NMM and 2.2 g of Z-Pro-OSu in the same manner as in Example 26-(4). The ether treatment was performed to obtain the desired compound as a crystalline product.

Sources & evidence

ORD record
ord-914bc4c877c04e98996da2e7444f7574
Source dataset
uspto-grants-1992_05
Patent number
US05112947

Reaction notes

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