Acetone hexane → HCID 44341760, compound

HRID 1648124Notes

Reaction equation

HRID 1648124 reaction equation
C([O:5][C:6](=[O:50])[CH2:7][CH:8]([NH:22][C:23](=[O:49])[C@H:24]([CH3:48])[NH:25][C:26](=[O:47])[C@H:27]([CH:44]([CH3:46])[CH3:45])[NH:28][C:29](=[O:43])[C@H:30]([CH2:35][C:36]1[CH:41]=[CH:40][C:39]([OH:42])=[CH:38][CH:37]=1)[NH:31][C:32](=[O:34])[CH3:33])[C:9](=[O:21])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)(C)(C)C.CC(C)=O.CCCCCC>C(Cl)Cl.C(O)(C(F)(F)F)=O>[C:32]([NH:31][C@H:30]([C:29]([NH:28][C@H:27]([C:26]([NH:25][C@H:24]([C:23]([NH:22][CH:8]([C:9](=[O:21])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)[CH2:7][C:6]([OH:50])=[O:5])=[O:49])[CH3:48])=[O:47])[CH:44]([CH3:46])[CH3:45])=[O:43])[CH2:35][C:36]1[CH:41]=[CH:40][C:39]([OH:42])=[CH:38][CH:37]=1)(=[O:34])[CH3:33]

Participants

4

Reactant 2

HCID 21880519Acetone hexaneHCID 54173546HCID 54173546, compound

Product 1

HCID 44341760HCID 44341760, compoundYield 93.2%

Reagents, catalysts & solvents 1

HCID 21863450Trifluoroacetic acid methylene chlorideSolvent

Procedure

N-(N-AcetylTyrosinyl-Valinyl-Alaninyl)-3-amino-4-oxo-9-phenyl nonanoic acid t-butyl ester (140 mg) was dissolved in a 1:1 mixture of CH2Cl2 /TFA (8 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 (120 mg, 80%).

Sources & evidence

ORD record
ord-6bb7336d6b474eb5990b19de00add3b7
Source dataset
uspto-grants-1995_07
Patent number
US05434248

Reaction notes

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