Dicyclohexylcarbodiimide → HCID 131717607, compound

HRID 467361Notes

Reaction equation

HRID 467361 reaction equation
[NH:1]([C:35](OC(C)(C)C)=[O:36])[C@H:2]([C:13]([NH:15][C@H:16]([C:24]([NH:26][CH2:27][C:28]([NH:30][CH2:31][C:32]([OH:34])=[O:33])=[O:29])=[O:25])[CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:14])[CH2:3][S:4][CH2:5][C:6]1[CH:12]=[CH:11][C:9]([CH3:10])=[CH:8][CH:7]=1.[NH:42]([C:48]([O:50][C:51]([CH3:54])([CH3:53])[CH3:52])=[O:49])[C@H:43](C(O)=O)[CH3:44].C1C2C3C(=O)N(O)C(=O)C3C1C=C2.C1CCC(N=C=NC2CCCCC2)CC1>>[NH:42]([C:48]([O:50][C:51]([CH3:54])([CH3:53])[CH3:52])=[O:49])[C@H:43]([C:35]([NH:1][C@H:2]([C:13]([NH:15][C@H:16]([C:24]([NH:26][CH2:27][C:28]([NH:30][CH2:31][C:32]([OH:34])=[O:33])=[O:29])=[O:25])[CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:14])[CH2:3][S:4][CH2:5][C:6]1[CH:12]=[CH:11][C:9]([CH3:10])=[CH:8][CH:7]=1)=[O:36])[CH3:44]

Participants

5

Reactant 4

HCID 10868DicyclohexylcarbodiimideHCID 85082Tert-butoxycarbonylalanineHCID 895293a,4,7,7a-Tetrahydro-2-hydroxy-4,7-methano-1H-isoindole-1,3(2H)-dioneHCID 13922704HCID 13922704, compound

Product 1

HCID 131717607HCID 131717607, compound

Procedure

Using 300 mg Boc-Cys(MBzl)-Phe-Gly-Gly-OH, 104 mg Boc-Ala-OH, 110 mg HONB and 120 mg DCC, the desired product was obtained in the same manner as in Example 1-(XXI).

Sources & evidence

ORD record
ord-410ca7c0eeb64bdba07bc2c612d13221
Source dataset
uspto-grants-1992_10
Patent number
US05159061

Reaction notes

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