Trifluoroacetic acid → Boc-Gly-Phe-Gly-Val-Gly-Ala-Gly-Val-Pro-OBzl
Reaction equation
[NH:1](C(OC(C)(C)C)=O)[C@H:2]([C:4]([NH:6][CH2:7][C:8]([NH:10][C@H:11]([C:15]([N:17]1[CH2:31][CH2:30][CH2:29][C@H:18]1[C:19]([O:21][CH2:22]C1C=CC=CC=1)=[O:20])=[O:16])[CH:12]([CH3:14])[CH3:13])=[O:9])=[O:5])[CH3:3].C(O)(C(F)(F)F)=O.[NH:46]([C:77]([O:79][C:80]([CH3:83])([CH3:82])[CH3:81])=[O:78])[CH2:47][C:48]([NH:50][C@H:51]([C:59]([NH:61][CH2:62][C:63]([NH:65][C@H:66]([C:70]([NH:72][CH2:73][C:74](O)=[O:75])=[O:71])[CH:67]([CH3:69])[CH3:68])=[O:64])=[O:60])[CH2:52]C1C=CC=CC=1)=[O:49].CCN=C=NCCCN(C)C.[CH:95]1[CH:96]=[CH:97][C:98]2N(O)N=N[C:99]=2[CH:100]=1.N(C(OC(C)(C)C)=O)[C@H](C(N1CCC[C@H]1C(NCC(N[C@H](C(NCC(N[C@H](C(NCC(OCC1C=CC=CC=1)=O)=O)C(C)C)=O)=O)C[C:123]1[CH:128]=[CH:127][CH:126]=[CH:125][CH:124]=1)=O)=O)=O)C(C)C>>[NH:46]([C:77]([O:79][C:80]([CH3:83])([CH3:82])[CH3:81])=[O:78])[CH2:47][C:48]([NH:50][C@H:51]([C:59]([NH:61][CH2:62][C:63]([NH:65][C@H:66]([C:70]([NH:72][CH2:73][C:74]([NH:1][C@H:2]([C:4]([NH:6][CH2:7][C:8]([NH:10][C@H:11]([C:15]([N:17]1[CH2:31][CH2:30][CH2:29][C@H:18]1[C:19]([O:21][CH2:22][C:123]1[CH:128]=[CH:127][CH:126]=[CH:125][CH:124]=1)=[O:20])=[O:16])[CH:12]([CH3:14])[CH3:13])=[O:9])=[O:5])[CH3:3])=[O:75])=[O:71])[CH:67]([CH3:68])[CH3:69])=[O:64])=[O:60])[CH2:52][C:99]1[CH:98]=[CH:97][CH:96]=[CH:95][CH:100]=1)=[O:49]Participants
6
Procedure
After deblocking XIII with TFA, the salt was coupled with XIV using EDCI/HOBt and worked up as for the preparation VI. The title compound was obtained in 75.5% yield. Rf2 0.57. Anal. calcd. for C47H67N9O12 ·2H2O: C 57.06, H 7.23, N 12.74%. Found C 54.23, H 7.10, N 12.74%.
Sources & evidence
- ORD record
- ord-2ecb7092c9954ebca9e98a301da66407
- Source dataset
- uspto-grants-1987_09
- Patent number
- US04693718
Reaction notes
Loading…