HCID 12802524, compound → HCID 12802526, compound

HRID 1277405Notes

Reaction equation

HRID 1277405 reaction equation
[NH:1](C(OCC1C=CC=CC=1)=O)[C@H:2]([C:11]([NH:13][C@@H:14]([C:17]([NH:19][CH2:20][C:21]([NH:23][C@H:24]([C:32]([NH:34][NH:35][C:36]([CH3:38])=[O:37])=[O:33])[CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[O:22])=[O:18])[CH2:15][OH:16])=[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:17]([NH:19][CH2:20][C:21]([NH:23][C@H:24]([C:32]([NH:34][NH:35][C:36]([CH3:38])=[O:37])=[O:33])[CH2:25][C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1)=[O:22])=[O:18])[CH2:15][OH:16])=[O:12])[CH2:3][C:4]1[CH:5]=[CH:6][C:7]([OH:10])=[CH:8][CH:9]=1

Participants

3

Reactant 2

HCID 12802524HCID 12802524, compoundHCID 131712286HCID 131712286, compound

Product 1

HCID 12802526HCID 12802526, compoundYield 65.8%

Procedure

Using Z-Tyr-(D)-Ser-Gly-Phe-NHNH-COCH3 (0.40 g), the desired compound (0.21 g) is obtained in a similar manner to (II) of Example 4. Rf2 =0.21, [α]D23 +11.4°(c=0.31, MeOH), Amino acid analysis (hydrolized with HCl); Ser 0.85, Gly 1.00, Tyr 0.90, Phe 0.92

Sources & evidence

ORD record
ord-59c244695b8041f1b454fa454c255194
Source dataset
uspto-grants-1981_07
Patent number
US04277394

Reaction notes

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