Trifluoroacetic acid → HCID 131727509, compound

HRID 1988242Notes

Reaction equation

HRID 1988242 reaction equation
[NH:1](C(OC(C)(C)C)=O)[C@H:2]([C:11]([N:13]([CH3:42])[C@H:14]([C:18]([N:20]([CH3:41])[C@H:21]([C:34]([NH:36][S:37]([CH3:40])(=[O:39])=[O: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:50]([OH:56])([C:52]([F:55])([F:54])[F:53])=[O:51]>C(Cl)Cl>[NH2:1][C@H:2]([C:11]([N:13]([CH3:42])[C@H:14]([C:18]([N:20]([CH3:41])[C@H:21]([C:34]([NH:36][S:37]([CH3:40])(=[O:39])=[O: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]([CH3:16])[CH3:17])=[O:12])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([F:10])=[CH:6][CH:5]=1.[F:53][C:52]([C:50]([OH:56])=[O:51])([F:55])[F:54]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 131727510HCID 131727510, compound

Product 1

HCID 131727509HCID 131727509, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of Boc-Phe(4-F)-N-Me-Val-N-Me-Tyr(3-t-Bu)-NHSO2Me (208 mg, 0.294 mmol) in methylene chloride (6 ml), TFA (3 ml) was added and stirred for 1.5 hours. The reaction mixture was evaporated under reduced pressure; the thus obtained residue was dissolved in a mixture of acetonitrile/water (1:10) (80 ml), which mixture containing 0.1% TFA, and lyophilized to give the titled compound (0.20 g, 94%).

Workup

  1. customThe reaction mixture was evaporated under reduced pressure
  2. dissolutionthe thus obtained residue was dissolved in a mixture of acetonitrile/water (1:10) (80 ml), which mixture
  3. additioncontaining 0.1% TFA

Sources & evidence

ORD record
ord-05289ced10694fd5b6c5ddeb1be482a6
Source dataset
uspto-grants-2009_06
Patent number
US07553969B1

Reaction notes

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