Phenylalanine amide → (2R)-2-amino-3-phenylpropanamide

HRID 498089

Reaction equation

HRID 498089 reaction equation
[NH2:1][C@H:2]([C:10]([NH2:12])=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>O>[NH2:1][C@@H:2]([C:10]([NH2:12])=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

3

Reactant 1

HCID 445694Phenylalanine amide

Product 1

HCID 7000171(2R)-2-amino-3-phenylpropanamide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In accordance with the process described in JP Patent Application Laying Open (Kokai) No. 62-55097, Enterobacter cloacae N-7901 (FERM BP-873) was cultured. This culture solution, 500 mL, was centrifuged, and the wet cells were then suspended in distilled water to prepare a 1,140 g cell suspension. D, L-phenylalanine amide, 60 g, was dissolved in this suspension, and the mixture was then allowed to react at 40° C. for 24 hours. After the reaction, cells were removed by centrifugation and 1,150 g of an aqueous solution containing 2.5% by mass each of L-phenylalanine and D-phenylalanine amide was obtained.

Workup

  1. customto prepare a 1,140 g cell suspension
  2. customto react at 40° C. for 24 hours
  3. customAfter the reaction, cells
  4. customwere removed by centrifugation and 1,150 g of an aqueous solution
  5. additioncontaining 2.5% by mass each of L-phenylalanine

Sources & evidence

ORD record
ord-48e42abb38bb4bc8ad7561b1cc61f9b2
Source dataset
uspto-grants-2005_09
Patent number
US06949658B2

Linked notes

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