Acetone hexane → HCID 22854680, compound

HRID 1648123Notes

Reaction equation

HRID 1648123 reaction equation
C([O:5][C:6](=[O:49])[CH2:7][CH:8]([NH:21][C:22](=[O:48])[C@H:23]([CH3:47])[NH:24][C:25](=[O:46])[C@H:26]([CH:43]([CH3:45])[CH3:44])[NH:27][C:28](=[O:42])[C@H:29]([CH2:34][C:35]1[CH:40]=[CH:39][C:38]([OH:41])=[CH:37][CH:36]=1)[NH:30][C:31](=[O:33])[CH3:32])[C:9](=[O:20])[CH2:10][CH2:11][CH2:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)(C)(C)C.CC(C)=O.CCCCCC>C(Cl)Cl.C(O)(C(F)(F)F)=O>[C:31]([NH:30][C@H:29]([C:28]([NH:27][C@H:26]([C:25]([NH:24][C@H:23]([C:22]([NH:21][CH:8]([C:9](=[O:20])[CH2:10][CH2:11][CH2:12][CH2:13][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)[CH2:7][C:6]([OH:49])=[O:5])=[O:48])[CH3:47])=[O:46])[CH:43]([CH3:45])[CH3:44])=[O:42])[CH2:34][C:35]1[CH:40]=[CH:39][C:38]([OH:41])=[CH:37][CH:36]=1)(=[O:33])[CH3:32]

Participants

4

Reactant 2

HCID 21880519Acetone hexaneHCID 53869779HCID 53869779, compound

Product 1

HCID 22854680HCID 22854680, compoundYield 87.2%

Reagents, catalysts & solvents 1

HCID 21863450Trifluoroacetic acid methylene chlorideSolvent

Procedure

N-(N-AcetylTyrosinyl-Valinyl-Alaninyl)-3-amino-4-oxo-8-phenyl octanoic acid t-butyl ester (100 mg) was dissolved in a 1:1 mixture of CH2Cl2 /TFA (10 mL). The mixture was stirred at rt for 30 min and the solvent was reduced in vacuo. The residue was recrystilized from acetone/hexane to provide the acid (80 mg, 80%)

Sources & evidence

ORD record
ord-b40b67ad2fb94efb92e50476afa58813
Source dataset
uspto-grants-1995_07
Patent number
US05434248

Reaction notes

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