2-amino-2-(4-chlorophenyl)propanoic Acid → HCID 59323796, compound

HRID 1911520Notes

Reaction equation

HRID 1911520 reaction equation
NC(C1C=CC(Cl)=CC=1)(C)C(O)=O.[Cl:14][C:15]1[CH:20]=[CH:19][C:18]([C:21]2([CH3:27])[CH2:25][O:24][C:23]([NH2:26])=[N:22]2)=[CH:17][CH:16]=1>>[Cl:14][C:15]1[CH:16]=[CH:17][C:18]([C@@:21]2([CH3:27])[CH2:25][O:24][C:23]([NH2:26])=[N:22]2)=[CH:19][CH:20]=1

Participants

3

Reactant 2

HCID 38477622-amino-2-(4-chlorophenyl)propanoic AcidHCID 65583628HCID 65583628, compound

Product 1

HCID 59323796HCID 59323796, compound

Procedure

In analogy to example 126 (RS)-2-amino-2-(4-chloro-phenyl)-propionic acid was converted to (RS)-4-(4-chloro-phenyl)-4-methyl-4,5-dihydro-oxazol-2-ylamine which was subsequently separated by chiral HPLC (Chiralpak AD, EtOH/heptane 15:85) to give (S)-4-(4-chloro-phenyl)-4-methyl-4,5-dihydro-oxazol-2-ylamine. Off-white solid.

Workup

  1. customwas subsequently separated by chiral HPLC (Chiralpak AD, EtOH/heptane 15:85)

Sources & evidence

ORD record
ord-6ba4dfa0525840f8befab87aae30a1ed
Source dataset
uspto-grants-2013_12
Patent number
US08604061B2

Reaction notes

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