Dicyclohexylcarbodiimide → HCID 178427594, compound

HRID 467357Notes

Reaction equation

HRID 467357 reaction equation
[NH:1](C(OC(C)(C)C)=O)[C@H:2]([C:18]([O:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:19])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:6][CH:5]=1.[NH:35]([C:57]([O:59][C:60]([CH3:63])([CH3:62])[CH3:61])=[O:58])[C@@H:36]([C:54]([OH:56])=O)[CH2:37][CH2:38][CH2:39][NH:40][C:41](=[NH:53])[NH:42][S:43]([C:46]1[CH:52]=[CH:51][C:49]([CH3:50])=[CH:48][CH:47]=1)(=[O:45])=[O:44].C1C2C3C(=O)N(O)C(=O)C3C1C=C2.C1CCC(N=C=NC2CCCCC2)CC1>>[NH:35]([C:57]([O:59][C:60]([CH3:62])([CH3:63])[CH3:61])=[O:58])[C@@H:36]([C:54]([NH:1][C@H:2]([C:18]([O:20][CH2:21][C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1)=[O:19])[CH2:3][C:4]1[CH:5]=[CH:6][C:7]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:8][CH:9]=1)=[O:56])[CH2:37][CH2:38][CH2:39][NH:40][C:41](=[NH:53])[NH:42][S:43]([C:46]1[CH:47]=[CH:48][C:49]([CH3:50])=[CH:51][CH:52]=1)(=[O:44])=[O:45]

Participants

5

Reactant 4

HCID 10868DicyclohexylcarbodiimideHCID 895293a,4,7,7a-Tetrahydro-2-hydroxy-4,7-methano-1H-isoindole-1,3(2H)-dioneHCID 11016011(S)-Benzyl 3-(4-(benzyloxy)phenyl)-2-((tert-butoxycarbonyl)amino)propanoateHCID 178427598HCID 178427598, compound

Product 1

HCID 178427594HCID 178427594, compound

Procedure

Using 2.32 g Boc-Tyr(Bzl)-OBzl, 2.37 g Boc-D-Arg(Tos)-OH, 0.75 g HONB and 1.14 g DCC, the desired product was obtained in exactly the same manner as in Example 1-(I).

Sources & evidence

ORD record
ord-f6b82140ef094319a7ad8cd8d01475b7
Source dataset
uspto-grants-1992_10
Patent number
US05159061

Reaction notes

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