HCID 131723963, compound → HCID 131723962, compound

HRID 1356733Notes

Reaction equation

HRID 1356733 reaction equation
[NH:1](C(OCC1C2C(=CC=CC=2)C2C1=CC=CC=2)=O)[C@H:2]([C:10]([N:12]([CH3:35])[C@H:13]([C:17]([NH:19][C@H:20]([C:32]([NH2:34])=[O:33])[CH2:21][C:22]1[CH:27]=[CH:26][C:25]([OH:28])=[C:24]([N:29]([CH3:31])[CH3:30])[CH:23]=1)=[O:18])[CH:14]([CH3:16])[CH3:15])=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>C(Cl)Cl.C(NCC)C>[NH2:1][C@H:2]([C:10]([N:12]([CH3:35])[C@H:13]([C:17]([NH:19][C@H:20]([C:32]([NH2:34])=[O:33])[CH2:21][C:22]1[CH:27]=[CH:26][C:25]([OH:28])=[C:24]([N:29]([CH3:30])[CH3:31])[CH:23]=1)=[O:18])[CH:14]([CH3:15])[CH3:16])=[O:11])[CH2:3][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 1

HCID 131723963HCID 131723963, compound

Product 1

HCID 131723962HCID 131723962, compoundYield 83.1%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8021DiethylamineSolvent

Procedure

To a solution of Fmoc-Phe-N-Me-Val-Tyr(3-NMe2)—NH2 (163 mg, 0.227 mmol) in methylene chloride (1.5 ml), diethylamine (1 ml) was added, followed by stirring at room temperature for 3 hours. The reaction mixture was concentrated under reduced pressure; the thus obtained residue was subjected to silica gel column chromatography (developing solvent: chloroform:methanol:aqueous ammonia=10:1:0.1) to give the titled compound (91.2 mg, 81%).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-2a6d1b381c954f68bdc67d35efa299b7
Source dataset
uspto-grants-2003_07
Patent number
US06586630B1

Reaction notes

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