Trifluoroacetic acid → HCID 86756937, compound

HRID 1979233Notes

Reaction equation

HRID 1979233 reaction equation
Cl.[NH2:2][C@:3](OC(C)(C)C)([CH2:7][C:8]([N:10]([CH2:33][CH:34]([CH3:36])[CH3:35])[NH:11][C:12](=[O:32])[C@@H:13]([C@@H:18]([C:28](=[O:31])[NH:29][OH:30])[CH2:19]/[CH:20]=[CH:21]/[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[CH2:14][CH:15]([CH3:17])[CH3:16])=[O:9])[C:4]([OH:6])=[O:5].[F:42][C:43]([F:48])([F:47])[C:44]([OH:46])=[O:45]>ClCCl>[F:42][C:43]([F:48])([F:47])[C:44]([OH:46])=[O:45].[NH2:2][C@@H:3]([CH2:7][C:8]([N:10]([CH2:33][CH:34]([CH3:36])[CH3:35])[NH:11][C:12](=[O:32])[C@@H:13]([C@@H:18]([C:28](=[O:31])[NH:29][OH:30])[CH2:19]/[CH:20]=[CH:21]/[C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1)[CH2:14][CH:15]([CH3:16])[CH3:17])=[O:9])[C:4]([OH:6])=[O:5]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86756938HCID 86756938, compound

Product 1

HCID 86756937HCID 86756937, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 0.050 g of (E)-2(S)-amino-3-[[2-[2(R)-[1(S)-(hydroxycarbamoyl)-4-phenyl-3-butenyl]-4-methylvaleryl]-1-isobutylhydrazino]carbonyl]tert.butoxypropionate hydrogen chloride in 1 ml of dichloromethane was treated with 0.400 mL of trifluoroacetic acid. The mixture was stirred for 4 hours at room temperature and evaporated. The residue was triturated with diethyl ether, filtered off and dried to give 0.022 g of (E)-2(S)-amino-3-[[2-[2(R)-[1(S)-(hydroxycarbamoyl)-4-phenyl-3-butenyl]-4-methylvaleryl]-1-isobutylhydrazino]carbonyl]propionic acid trifluoroacetate in the form of a white solid.

Workup

  1. customevaporated
  2. customThe residue was triturated with diethyl ether
  3. filtrationfiltered off
  4. customdried

Sources & evidence

ORD record
ord-5052e4e2610644cd82e9ca7a86cb78a5
Source dataset
uspto-grants-2001_05
Patent number
US06239151B1

Reaction notes

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