Hydrochloric Acid → HCID 178455932, compound

HRID 365057Notes

Reaction equation

HRID 365057 reaction equation
Cl.[NH:2]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[C@H:3]([C:14]([OH:16])=O)[CH2:4][CH2:5][CH2:6][NH:7][C:8](=[NH:13])[NH:9][N+:10]([O-:12])=[O:11].CN1CCOCC1.OC1C2N=NNC=2C=CC=1.[NH:41](C(OC(C)(C)C)=O)[C@H:42]([C:47]([NH:49][C@H:50]([C:62]([NH:64][C@H:65]([C:76]([NH:78][C@H:79]([C:84]([NH:86][CH2:87][C:88]([O:90][CH3:91])=[O:89])=[O:85])[C@H:80]([CH2:82][CH3:83])[CH3:81])=[O:77])[CH2:66][CH2:67][CH2:68][NH:69][C:70](=[NH:75])[NH:71][N+:72]([O-:74])=[O:73])=[O:63])[CH2:51][C:52](=[O:61])[O:53][CH2:54][C:55]1[CH:60]=[CH:59][CH:58]=[CH:57][CH:56]=1)=[O:48])[C@H:43]([CH2:45][CH3:46])[CH3:44]>CN(C=O)C.C(Cl)CCl>[NH:2]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[C@H:3]([C:14]([NH:41][C@H:42]([C:47]([NH:49][C@H:50]([C:62]([NH:64][C@H:65]([C:76]([NH:78][C@H:79]([C:84]([NH:86][CH2:87][C:88]([O:90][CH3:91])=[O:89])=[O:85])[C@H:80]([CH2:82][CH3:83])[CH3:81])=[O:77])[CH2:66][CH2:67][CH2:68][NH:69][C:70](=[NH:75])[NH:71][N+:72]([O-:74])=[O:73])=[O:63])[CH2:51][C:52](=[O:61])[O:53][CH2:54][C:55]1[CH:56]=[CH:57][CH:58]=[CH:59][CH:60]=1)=[O:48])[C@H:43]([CH2:45][CH3:46])[CH3:44])=[O:16])[CH2:4][CH2:5][CH2:6][NH:7][C:8](=[NH:13])[NH:9][N+:10]([O-:12])=[O:11]

Participants

8

Reactant 5

HCID 313Hydrochloric AcidHCID 79724-MethylmorpholineHCID 178418300HCID 178418300, compoundHCID 178454200HCID 178454200, compoundHCID 178455973HCID 178455973, compound

Product 1

HCID 178455932HCID 178455932, compound

Reagents, catalysts & solvents 2

HCID 111,2-DichloroethaneSolventHCID 6228DimethylformamideSolvent

Procedure

A sample HCl salt 13 and about 1.2 molar equivalents of Boc-Arg(NO2)-OH are mixed in DMF with N-methylmorpholine and hydroxybenztriazole; the solution is then treated with EDC and, after 3 h, the reaction is worked up exactly as described for pentapeptide (12) to give the compound (14) as a white solid.

Sources & evidence

ORD record
ord-ac54e2083a16435e948bd6706871854e
Source dataset
uspto-grants-1986_08
Patent number
US04607023

Reaction notes

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