Boc-Gln-Gly-OH → HCID 178455959, compound

HRID 47036Notes

Reaction equation

HRID 47036 reaction equation
[NH:1](C(OC(C)(C)C)=O)[C@H:2]([C:7]([NH:9][C@H:10]([C:12]([NH:14][CH2:15][C:16]([NH:18][C@H:19]([C:25]([NH:27][C@@H:28]([C:39]([O:41][CH2:42][C:43]1[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=1)=[O:40])[CH2:29][CH2:30][CH2:31][NH:32][C:33](=[NH:38])[NH:34][N+:35]([O-:37])=[O:36])=[O:26])[CH2:20][CH2:21][C:22](=[O:24])[NH2:23])=[O:17])=[O:13])[CH3:11])=[O:8])[C@H:3]([CH2:5][CH3:6])[CH3:4].[NH:56]([C:70]([O:72][C:73]([CH3:76])([CH3:75])[CH3:74])=[O:71])[C@H:57]([C:63]([NH:65][CH2:66][C:67]([OH:69])=O)=[O:64])[CH2:58][CH2:59][C:60](=[O:62])[NH2:61]>>[NH:56]([C:70]([O:72][C:73]([CH3:76])([CH3:75])[CH3:74])=[O:71])[C@H:57]([C:63]([NH:65][CH2:66][C:67]([NH:1][C@H:2]([C:7]([NH:9][C@H:10]([C:12]([NH:14][CH2:15][C:16]([NH:18][C@H:19]([C:25]([NH:27][C@@H:28]([C:39]([O:41][CH2:42][C:43]1[CH:44]=[CH:45][CH:46]=[CH:47][CH:48]=1)=[O:40])[CH2:29][CH2:30][CH2:31][NH:32][C:33](=[NH:38])[NH:34][N+:35]([O-:37])=[O:36])=[O:26])[CH2:20][CH2:21][C:22](=[O:24])[NH2:23])=[O:17])=[O:13])[CH3:11])=[O:8])[C@H:3]([CH2:5][CH3:6])[CH3:4])=[O:69])=[O:64])[CH2:58][CH2:59][C:60](=[O:62])[NH2:61]

Participants

3

Reactant 2

HCID 15479681Boc-Gln-Gly-OHHCID 178455972HCID 178455972, compound

Product 1

HCID 178455959HCID 178455959, compound

Procedure

Boc-Ile-Ala-Gly-Gln-D-Arg(NO2)-OBzl (3.2 g, 5 m mol) was demasked with respect to the N-masking group, and coupled with Boc-Gln-Gly-OH (1.7 g, 5.5 m mol) in the manner similar to that of Example 1, paragraph 7).

Sources & evidence

ORD record
ord-5913794543be446eb95831839908c1b9
Source dataset
uspto-grants-1979_11
Patent number
US04176009

Reaction notes

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