Hydrochloric Acid → HCID 131711931, compound

HRID 904047Notes

Reaction equation

HRID 904047 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:49]([NH:51][CH2:52][C:53]([NH:55][C@H:56]([C:59]([NH:61][C@H:62]([C:67]([O:69]C(C)(C)C)=[O:68])[CH2:63][C:64](=[O:66])[NH2:65])=[O:60])[CH2:57][OH:58])=[O:54])=[O:50])[CH2:47][OH:48])=[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>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:49]([NH:51][CH2:52][C:53]([NH:55][C@H:56]([C:59]([NH:61][C@H:62]([C:67]([OH:69])=[O:68])[CH2:63][C:64](=[O:66])[NH2:65])=[O:60])[CH2:57][OH:58])=[O:54])=[O:50])[CH2:47][OH:48])=[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

10

Reactant 8

HCID 313Hydrochloric AcidHCID 750GlycineHCID 5950L-AlanineHCID 5960L-Aspartic AcidHCID 5962L-LysineHCID 6422Trifluoroacetic acidHCID 33032L-Glutamic AcidHCID 131711932HCID 131711932, compound

Product 1

HCID 131711931HCID 131711931, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Using 550 mg of pGlu-Ala-Lys(Boc)-Ser-Gln-(D)-Ser-Gly-Ser-Asn-OBut and 20 ml of trifluoroacetic acid, the same procedure as Example 5-(VIII) is followed to prepare the above-indicated compound. Yield 320 mg; [α]D24 -56.3°(c=0.5, water); Rf4 (Avicel)=0.17; amino acid analysis (hydrolyzed with HCl); Lys, 1.10(1); Asp, 1.00(1); Ser, 3.02(3); Glu, 2.14(2); Gly, 1.10(1); Ala, 1.00(1); average recovery 87.0%.

Workup

  1. customto prepare the above-indicated compound

Sources & evidence

ORD record
ord-9820d08d7bb749a5bb4ebaf03882e92b
Source dataset
uspto-grants-1980_10
Patent number
US04229438

Reaction notes

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