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L-Phenylalanine → (3S)-3-amino-3-phenylpropanoic acid

HRID 339444
Notes
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Reaction equation

HRID 339444 reaction equation
N[C@H:2]([C:10]([OH:12])=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.O.[NH3:14]>O>[NH2:14][C@@H:3]([CH2:2][C:10]([OH:12])=[O:11])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 6140L-PhenylalanineHCID 12896473Azane;hydrate

Product 1

HCID 686704(3S)-3-amino-3-phenylpropanoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The reaction solution (250 g) containing 36 weight % (wt %) of L-phenylalanine, a bacterial cell (in an appropriate amount) of MT-11046 produced in Example 1 and water was reacted at each temperature shown in Table 6 for 24 hours or more. During the reaction, pH of the reaction solution was adjusted to 8.0 with 25% ammonia water. A solid of (S)-β-phenylalanine precipitated under all examined conditions was observed. The reaction yields of (S)-β-phenylalaninein respective temperatures are shown in Table 6.

Workup

  1. customwas reacted at each temperature
  2. waitshown in Table 6 for 24 hours or more
  3. customDuring the reaction, pH of the reaction solution
  4. customA solid of (S)-β-phenylalanine precipitated under all examined conditions
  5. customThe reaction yields of (S)-β-phenylalaninein respective temperatures

Sources & evidence

ORD record
ord-7b26176b52d04278a791b99caeb2cf0a
Source dataset
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08895270B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes