HCID 12802516, compound → HCID 12802518, compound

HRID 1277400Notes

Reaction equation

HRID 1277400 reaction equation
[NH:1](C(OCC1C=CC=CC=1)=O)[C@H:2]([C:11]([NH:13][C@@H:14]([C:18]([NH:20][CH2:21][C:22]([NH:24][C@H:25]([C:33]([NH:35][NH:36][C:37]([CH3:39])=[O:38])=[O:34])[CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)=[O:23])=[O:19])[CH2:15][CH2:16][CH3:17])=[O:12])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1.N(C(OCC1C=CC=CC=1)=O)[C@H](C(N[C@@H](C(NCC(O)=O)=O)[C@H](C)O)=O)CC1C=CC(O)=CC=1>>[NH2:1][C@H:2]([C:11]([NH:13][C@@H:14]([C:18]([NH:20][CH2:21][C:22]([NH:24][C@H:25]([C:33]([NH:35][NH:36][C:37]([CH3:39])=[O:38])=[O:34])[CH2:26][C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1)=[O:23])=[O:19])[CH2:15][CH2:16][CH3:17])=[O:12])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1

Participants

3

Reactant 2

HCID 12802516HCID 12802516, compoundHCID 131712286HCID 131712286, compound

Product 1

HCID 12802518HCID 12802518, compoundYield 49.9%

Procedure

Using Z-Tyr-(D)-Nva-Gly-Phe-NH-NH-COCH3 (0.40 g), the desired compound(0.16 g) is obtained in a similar manner to (II) of Example 4. Rf2 =0.36, [α]D23 +22.6° (c=0.30, MeOH). Amino acid analysis (hydrolized with HCl): Gly 1.00, Nva 1.10, Tyr 0.99, Phe 1.07.

Sources & evidence

ORD record
ord-7391df54401e4bfc83686df024df2784
Source dataset
uspto-grants-1981_07
Patent number
US04277394

Reaction notes

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