Boc-Ser(Bzl)-OSu → HCID 178454225, compound

HRID 2226734

Reaction equation

HRID 2226734 reaction equation
[N:1]1([C:27]([O:29]C(C)(C)C)=O)[CH2:26][CH2:25][CH2:24][C@H:2]1[C:3]([NH:5][C@H:6]([C:17]([NH:19][CH2:20][C:21]([NH2:23])=[O:22])=[O:18])[CH2:7][CH2:8][CH2:9][NH:10][C:11](=[NH:16])[NH:12][N+:13]([O-:15])=[O:14])=[O:4].Cl.CCOC(C)=O.[NH:41]([C:62]([O:64][C:65]([CH3:68])([CH3:67])[CH3:66])=[O:63])[C@H:42](C(ON1C(=O)CCC1=O)=O)[CH2:43][O:44][CH2:45][C:46]1[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=1>CCN(CC)CC>[NH:41]([C:62]([O:64][C:65]([CH3:68])([CH3:67])[CH3:66])=[O:63])[C@H:42]([C:27]([N:1]1[CH2:26][CH2:25][CH2:24][C@H:2]1[C:3]([NH:5][C@H:6]([C:17]([NH:19][CH2:20][C:21]([NH2:23])=[O:22])=[O:18])[CH2:7][CH2:8][CH2:9][NH:10][C:11](=[NH:16])[NH:12][N+:13]([O-:15])=[O:14])=[O:4])=[O:29])[CH2:43][O:44][CH2:45][C:46]1[CH:47]=[CH:48][CH:49]=[CH:50][CH:51]=1

Participants

5

Reactant 3

HCID 12879025Boc-Ser(Bzl)-OSuHCID 21866389Hydrogen chloride-ethyl acetateHCID 178451949HCID 178451949, compound

Product 1

HCID 178454225HCID 178454225, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

The desired compound was prepared from 6.0 g of Boc-Pro-Arg(NO2)-Gly-NH2, 35 ml of 4 N HCl-AcOEt, 1.8 ml of Et3N and 5.1 g of Boc-Ser(Bzl)-OSu in the same manner as in Example 26-(4).

Sources & evidence

ORD record
ord-4815cf04247343389e1bd47be7f6fcf3
Source dataset
uspto-grants-1994_09
Patent number
US05349050

Linked notes

Loading…