Trichloroacetic Acid → HCID 69240909, compound

HRID 854676Notes

Reaction equation

HRID 854676 reaction equation
[CH3:1][O:2][C:3]1[CH:46]=[CH:45][C:6]([O:7][C:8]([N:10]([CH2:22][CH2:23][C@H:24]2[CH2:29][CH2:28][CH2:27][C@@H:26]([O:30][CH2:31][C:32]3[N:33]=[C:34]([C:38]4[CH:39]=[C:40]([CH3:44])[CH:41]=[CH:42][CH:43]=4)[O:35][C:36]=3[CH3:37])[CH2:25]2)[C@@H:11]([CH:19]([CH3:21])[CH3:20])[C:12]([O:14]C(C)(C)C)=[O:13])=[O:9])=[CH:5][CH:4]=1.ClC(Cl)(Cl)C(O)=O>ClCCl>[CH3:1][O:2][C:3]1[CH:46]=[CH:45][C:6]([O:7][C:8]([N:10]([CH2:22][CH2:23][C@H:24]2[CH2:29][CH2:28][CH2:27][C@@H:26]([O:30][CH2:31][C:32]3[N:33]=[C:34]([C:38]4[CH:39]=[C:40]([CH3:44])[CH:41]=[CH:42][CH:43]=4)[O:35][C:36]=3[CH3:37])[CH2:25]2)[C@@H:11]([CH:19]([CH3:20])[CH3:21])[C:12]([OH:14])=[O:13])=[O:9])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 6421Trichloroacetic AcidHCID 86597949HCID 86597949, compound

Product 1

HCID 69240909HCID 69240909, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.10 g of tert-butyl (S)-2-((4-methoxyphenoxycarbonyl)-{2-[cis-3-(5-methyl-2-m-tolyloxazol-4-ylmethoxy)cyclohexyl]ethyl}amino)-3-methylbutyrate are dissolved in 2 ml of dichloromethane, and the solution is stirred with 1 ml of trichloroacetic acid at RT overnight. The solvent is then removed completely and the residue is purified by preparative HPLC. This gives 15.6 mg of (S)-2-((4-methoxyphenoxycarbonyl)-{2-[cis-3-(5-methyl-2-m-tolyloxazol-4-ylmethoxy)cyclohexyl]ethyl}amino)-3-methylbutyric acid.

Workup

  1. customThe solvent is then removed completely
  2. customthe residue is purified by preparative HPLC

Sources & evidence

ORD record
ord-a41d320474f940eaa85882a1b4f7faed
Source dataset
uspto-grants-2007_08
Patent number
US07259177B2

Reaction notes

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