HCID 131727514, compound → HCID 57729134, compound

HRID 1988245Notes

Reaction equation

HRID 1988245 reaction equation
[NH:1](C(OC(C)(C)C)=O)[C@H:2]([C:11]([N:13]([CH3:40])[C@H:14]([C:18]([N:20]([CH3:39])[C@H:21]([C:34]([NH:36][O:37][CH3:38])=[O:35])[CH2:22][C:23]1[CH:28]=[CH:27][C:26]([OH:29])=[C:25]([C:30]([CH3:33])([CH3:32])[CH3:31])[CH:24]=1)=[O:19])[CH:15]([CH3:17])[CH3:16])=[O:12])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([F:10])=[CH:6][CH:5]=1>C(Cl)Cl.C(O)(C(F)(F)F)=O>[NH2:1][C@H:2]([C:11]([N:13]([CH3:40])[C@H:14]([C:18]([N:20]([CH3:39])[C@H:21]([C:34]([NH:36][O:37][CH3:38])=[O:35])[CH2:22][C:23]1[CH:28]=[CH:27][C:26]([OH:29])=[C:25]([C:30]([CH3:33])([CH3:31])[CH3:32])[CH:24]=1)=[O:19])[CH:15]([CH3:17])[CH3:16])=[O:12])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([F:10])=[CH:6][CH:5]=1

Participants

4

Reactant 1

HCID 131727514HCID 131727514, compound

Product 1

HCID 57729134HCID 57729134, compoundYield 34.2%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

To a solution of Boc-Phe(4-F)-N-Me-Val-N-Me-Tyr(3-tBu)-NHOMe (972 mg, 1.508 mmol) in methylene chloride (10 ml), TFA (7 ml) was added and stirred for 30 min. The mixture was concentrated under reduced pressure and the thus obtained residue was subjected to silica gel column chromatography (developing solvent: methylene chloride:methanol=20:1), giving the titled compound (288 mg, 34%).

Workup

  1. concentrationThe mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-1811e7c164f24367bb3c42a1be7b31ee
Source dataset
uspto-grants-2009_06
Patent number
US07553969B1

Reaction notes

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