Hydrochloric Acid → HCID 12926421, compound

HRID 1277403Notes

Reaction equation

HRID 1277403 reaction equation
[NH:1](C(OCC1C=CC=CC=1)=O)[C@H:2]([C:11]([NH:13][C@@H:14]([C:21]([NH:23][CH2:24][C:25]([NH:27][C@H:28]([C:36]([NH:38][NH:39][C:40]([CH3:42])=[O:41])=[O:37])[CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)=[O:26])=[O:22])[CH2:15][CH2:16][C:17](=[O:20])[O:18][CH3:19])=[O:12])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1.N[C@H](C(N[C@@H](C(NCC(N[C@H](C(NNC(C)=O)=O)CC1C=CC=CC=1)=O)=O)CC1C=CC=CC=1)=O)CC1C=CC(O)=CC=1.Cl>CO>[NH2:1][C@H:2]([C:11]([NH:13][C@@H:14]([C:21]([NH:23][CH2:24][C:25]([NH:27][C@H:28]([C:36]([NH:38][NH:39][C:40]([CH3:42])=[O:41])=[O:37])[CH2:29][C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1)=[O:26])=[O:22])[CH2:15][CH2:16][C:17](=[O:20])[O:18][CH3:19])=[O:12])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 12802522HCID 12802522, compoundHCID 12926439HCID 12926439, compound

Product 1

HCID 12926421HCID 12926421, compoundYield 86.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Using Z-Tyr-(D)-Glu(OMe)-Gly-Phe-NHNH-COCH3 (0.40 g), the desired compound (0.28 g) is obtained in a similar manner to (III) of Example 47, Rf2 =0.27, [α]D23 +17.5° (c=0.38, MeOH), Aminoacid analysis (hydrolized with HCl); Glu 0.95, Gly 1.00, Tyr 0.92, Phe 0.98.

Sources & evidence

ORD record
ord-c1383100c35049a4832613c69017a444
Source dataset
uspto-grants-1981_07
Patent number
US04277394

Reaction notes

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