Hydrochloric Acid → HCID 131711929, compound

HRID 904046Notes

Reaction equation

HRID 904046 reaction equation
[NH:1]1[C:5](=[O:6])[CH2:4][CH2:3][C@H:2]1[C:7]([NH:9][C@H:10]([C:12]([NH:14][C@H:15]([C:28]([NH:30][C@H:31]([C:34]([NH:36][C@H:37]([C:43]([NH:45][C@@H:46]([C:54]([NH:56][CH2:57][C:58]([NH:60][C@H:61]([C:64]([NH:66][C@H:67]([C:72]([O:74]C(C)(C)C)=[O:73])[CH2:68][C:69](=[O:71])[NH2:70])=[O:65])[CH2:62][OH:63])=[O:59])=[O:55])[CH2:47][C:48]1[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=1)=[O:44])[CH2:38][CH2:39][C:40](=[O:42])[NH2:41])=[O:35])[CH2:32][OH:33])=[O:29])[CH2:16][CH2:17][CH2:18][CH2:19][NH:20]C(OC(C)(C)C)=O)=[O:13])[CH3:11])=[O:8].FC(F)(F)C(O)=O.Cl.N[C@H](C(O)=O)CCCCN.N[C@H](C(O)=O)CC(=O)O.N[C@H](C(O)=O)CCC(=O)O.NCC(O)=O.N[C@H](C(O)=O)C.N[C@H](C(O)=O)CC1C=CC=CC=1>O>[NH:1]1[C:5](=[O:6])[CH2:4][CH2:3][C@H:2]1[C:7]([NH:9][C@H:10]([C:12]([NH:14][C@H:15]([C:28]([NH:30][C@H:31]([C:34]([NH:36][C@H:37]([C:43]([NH:45][C@@H:46]([C:54]([NH:56][CH2:57][C:58]([NH:60][C@H:61]([C:64]([NH:66][C@H:67]([C:72]([OH:74])=[O:73])[CH2:68][C:69](=[O:71])[NH2:70])=[O:65])[CH2:62][OH:63])=[O:59])=[O:55])[CH2:47][C:48]1[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=1)=[O:44])[CH2:38][CH2:39][C:40](=[O:42])[NH2:41])=[O:35])[CH2:32][OH:33])=[O:29])[CH2:16][CH2:17][CH2:18][CH2:19][NH2:20])=[O:13])[CH3:11])=[O:8]

Participants

11

Reactant 9

HCID 313Hydrochloric AcidHCID 750GlycineHCID 5950L-AlanineHCID 5960L-Aspartic AcidHCID 5962L-LysineHCID 6140L-PhenylalanineHCID 6422Trifluoroacetic acidHCID 33032L-Glutamic AcidHCID 131711930HCID 131711930, compound

Product 1

HCID 131711929HCID 131711929, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Using 500 mg of pGlu-Ala-Lys(Boc)-Ser-Gln-(D)-Phe-Gly-Ser-Asn-OBut and 15 ml of trifluoroacetic acid, the same procedure as Example 5-(VIII) is followed to prepare the above-identified compound. Yield 280 mg; [α]D24 -51.7°(c=0.2, water), Rf4 (Avicel)=0.35; amino acid analysis (hydrolyzed with HCl); Lys, 1.00(1); Asp, 0.70(1); Ser, 2.02(2); Glu, 2.03(2); Gly, 1.02(1); Ala, 0.77(1); Phe, 1.01(1); average recovery 84.5%.

Workup

  1. customto prepare the above-identified compound

Sources & evidence

ORD record
ord-0392df895e4742a98d12b5aa559912c5
Source dataset
uspto-grants-1980_10
Patent number
US04229438

Reaction notes

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