Trifluoroacetic acid → HCID 67438208, compound

HRID 2094638Notes

Reaction equation

HRID 2094638 reaction equation
FC(F)(F)C(O)=O.[Cl:8][C:9]1[CH:14]=[CH:13][C:12]([C@H:15](O)[C@@H:16]([C:20]2[CH:35]=[CH:34][C:23]([C:24]([NH:26][CH2:27][CH2:28][C:29]([O:31][CH2:32][CH3:33])=[O:30])=[O:25])=[CH:22][CH:21]=2)[CH2:17][CH2:18][CH3:19])=[CH:11][CH:10]=1.[CH3:37][O:38][C:39]1[CH:48]=[CH:47][C:46]2[C:41](=[CH:42][CH:43]=[CH:44][CH:45]=2)[CH:40]=1>>[Cl:8][C:9]1[CH:14]=[CH:13][C:12]([CH:15]([C:44]2[CH:43]=[CH:42][C:41]3[C:46](=[CH:47][CH:48]=[C:39]([O:38][CH3:37])[CH:40]=3)[CH:45]=2)[C@@H:16]([C:20]2[CH:35]=[CH:34][C:23]([C:24]([NH:26][CH2:27][CH2:28][C:29]([O:31][CH2:32][CH3:33])=[O:30])=[O:25])=[CH:22][CH:21]=2)[CH2:17][CH2:18][CH3:19])=[CH:11][CH:10]=1

Participants

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 71192-MethoxynaphthaleneHCID 58468263HCID 58468263, compound

Product 1

HCID 67438208HCID 67438208, compound

Procedure

Trifluoroacetic acid (5 mL) was added to ethyl N-(4-{(1R)-1-[(R)-(4-chlorophenyl)(hydroxy)methyl]butyl}benzoyl)-β-alaninate (EXAMPLE 1, Step A, 600 mg, 1.436 mmol) and 2-methoxynaphthalene (341 mg, 2.15 mmol). The solution was stirred overnight at RT, then the solvent was evaporated and the residue was purified by PTLC to afford the major diastereomer of the title compound. LC2 2.85 min. [M+H]+ 558.

Workup

  1. customthe solvent was evaporated
  2. customthe residue was purified by PTLC

Sources & evidence

ORD record
ord-3863fa0a9a394baabcf8ba1ec9533acb
Source dataset
uspto-grants-2013_05
Patent number
US08445538B2

Reaction notes

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