N-(tert-Butyloxycarbonyl)glycine N-hydroxysuccinimide ester → HCID 15940123, compound

HRID 1590977Notes

Reaction equation

HRID 1590977 reaction equation
[NH:1](C(OC(C)(C)C)=O)[C@H:2]([C:19]([NH:21][C@H:22]([C:27]([OH:29])=[O:28])[CH2:23][CH:24]([CH3:26])[CH3:25])=[O:20])[CH2:3][CH2:4][CH2:5][CH2:6][NH:7][C:8]([O:10][CH2:11][C:12]1[CH:18]=[CH:17][CH:16]=[CH:15][C:13]=1[Cl:14])=[O:9].[NH:37]([C:49]([O:51][C:52]([CH3:55])([CH3:54])[CH3:53])=[O:50])[CH2:38][C:39]([O:41]N1C(=O)CCC1=O)=O>>[NH:37]([C:49]([O:51][C:52]([CH3:53])([CH3:54])[CH3:55])=[O:50])[CH2:38][C:39]([NH:1][C@H:2]([C:19]([NH:21][C@H:22]([C:27]([OH:29])=[O:28])[CH2:23][CH:24]([CH3:26])[CH3:25])=[O:20])[CH2:3][CH2:4][CH2:5][CH2:6][NH:7][C:8]([O:10][CH2:11][C:12]1[CH:18]=[CH:17][CH:16]=[CH:15][C:13]=1[Cl:14])=[O:9])=[O:41]

Participants

3

Reactant 2

HCID 76926N-(tert-Butyloxycarbonyl)glycine N-hydroxysuccinimide esterHCID 15003997HCID 15003997, compound

Product 1

HCID 15940123HCID 15940123, compoundYield 76.3%

Procedure

At first, by using 2.00 g of Boc-Lys(Cl-Z)-Leu-OH and 1.10 g of Boc-Gly-OSu, and the same procedure as in Reference Example 31 was repeated to obtain 1.69 g (yield: 76.0%) of Boc-Gly-Lys(Cl-Z)-Leu-OH.

Sources & evidence

ORD record
ord-ec5103526b2c4a29b068ddb7d1df0a0a
Source dataset
uspto-grants-1993_04
Patent number
US05204326

Reaction notes

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