Z-Val-ONp → Z-Val-Thr-Leu-OtBu

HRID 127607Notes

Reaction equation

HRID 127607 reaction equation
[CH3:1][CH:2]([C@H:4]([NH:17][C:18]([O:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:19])[C:5]([O:7]C1C=CC([N+]([O-])=O)=CC=1)=O)[CH3:3].[NH2:28][C@H:29]([C:33]([NH:35][C@H:36]([C:41]([O:43][C:44]([CH3:47])([CH3:46])[CH3:45])=[O:42])[CH2:37][CH:38]([CH3:40])[CH3:39])=[O:34])[C@@H:30]([CH3:32])[OH:31]>CN(C=O)C>[NH:17]([C:18]([O:20][CH2:21][C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1)=[O:19])[C@H:4]([C:5]([NH:28][C@H:29]([C:33]([NH:35][C@H:36]([C:41]([O:43][C:44]([CH3:47])([CH3:46])[CH3:45])=[O:42])[CH2:37][CH:38]([CH3:39])[CH3:40])=[O:34])[C@@H:30]([CH3:32])[OH:31])=[O:7])[CH:2]([CH3:1])[CH3:3]

Participants

4

Reactant 2

HCID 112124Z-Val-ONpHCID 131712120H-Thr-Leu-OtBu

Product 1

HCID 131712119Z-Val-Thr-Leu-OtBuYield 72%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Coupling of 7.85 g Z-Val-ONp with 5.53 p H-Thr-Leu-OtBu in 160 ml DMF in the way described in C(2) provides Z-Val-Thr-Leu-OtBu in 72% yield.

Sources & evidence

ORD record
ord-e083a7e508bb45058ca4efdea4973573
Source dataset
uspto-grants-1981_03
Patent number
US04256736

Reaction notes

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