HCID 178427568, compound → HCID 178427557, compound

HRID 322557Notes

Reaction equation

HRID 322557 reaction equation
[CH2:1]([S:8]([NH:11][C@@H:12]([C:30]([NH:32][CH2:33][C:34](O)=[O:35])=[O:31])[CH2:13][CH2:14][CH2:15][NH:16][C:17](=[NH:29])[NH:18][S:19]([C:22]1[CH:28]=[CH:27][C:25]([CH3:26])=[CH:24][CH:23]=1)(=[O:21])=[O:20])(=[O:10])=[O:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:37][C@H:38]([C:56]([OH:58])=[O:57])[CH2:39][CH2:40][CH2:41][NH:42][C:43](=[NH:55])[NH:44][S:45]([C:48]1[CH:54]=[CH:53][C:51]([CH3:52])=[CH:50][CH:49]=1)(=[O:47])=[O:46].[S:59]1[CH:63]=[CH:62][N:61]=[CH:60]1>>[CH2:1]([S:8]([NH:11][C@@H:12]([C:30]([NH:32][CH2:33][C:34]([NH:37][C@H:38]([C:56]([OH:58])=[O:57])[CH2:39][CH2:40][CH2:41][NH:42][C:43](=[NH:55])[NH:44][S:45]([C:48]1[CH:54]=[CH:53][C:51]([CH3:52])=[CH:50][CH:49]=1)(=[O:47])=[O:46])=[O:35])=[O:31])[CH2:13][CH2:14][CH2:15][NH:16][C:17](=[NH:29])[NH:18][S:19]([C:22]1[CH:28]=[CH:27][C:25]([CH3:26])=[CH:24][CH:23]=1)(=[O:20])=[O:21])(=[O:9])=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1.[S:59]1[CH:63]=[CH:62][N:61]=[CH:60]1

Participants

3

Reactant 2

HCID 178427568HCID 178427568, compoundHCID 178427608HCID 178427608, compound

Product 1

HCID 178427557HCID 178427557, compoundYield 63%

Procedure

A 100 mg portion of the compound of Example 11 was coupled with 0.19 mmol of H—Arg(Tos)—thiazole (prepared following the procedure of Example 5) following the procedure as described in Example 6. RP—HPLC purification gave the title compound (110 mg, 63% yield). FAB—MS (M+H)+917.8

Workup

  1. customprepared
  2. customRP—HPLC purification

Sources & evidence

ORD record
ord-e8faa008d05545ebb62ea26f9f582e2e
Source dataset
uspto-grants-2001_04
Patent number
US06211154B1

Reaction notes

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