L-Tyrosine ethyl ester → HCID 178472556, compound

HRID 1464237Notes

Reaction equation

HRID 1464237 reaction equation
[NH2:1][C@H:2]([C:11]([O:13]CC)=O)[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1.[NH2:16][C@H:17]([C:25]([O:27][CH2:28][CH3:29])=[O:26])[CH2:18][CH2:19][CH2:20][NH:21][C:22](=[NH:24])[NH2:23]>>[NH2:1][C@H:2]([C:11]([NH:16][C@H:17]([C:25]([O:27][CH2:28][CH3:29])=[O:26])[CH2:18][CH2:19][CH2:20][NH:21][C:22](=[NH:23])[NH2:24])=[O:13])[CH2:3][C:4]1[CH:5]=[CH:6][C:7]([OH:10])=[CH:8][CH:9]=1

Participants

3

Reactant 2

HCID 70364L-Tyrosine ethyl esterHCID 178472567HCID 178472567, compound

Product 1

HCID 178472556HCID 178472556, compoundYield 75%

Procedure

In a batch procedure (300 l), Mal-Tyr-OEt (0.25M) and Arg-OEt (0.25M) are reacted with α-chymotrypsin (0.025 mg/ml) at pH 9.5 and 25° C. After 2 hours, filtration of the precipitate and washing with water result in 26.0 kg of Mal-Tyr-Arg-OEt (75% of theoretical yield) with an HPLC purity greater than 97%.

Workup

  1. filtrationfiltration of the precipitate
  2. washwashing with water

Sources & evidence

ORD record
ord-ee7ab821a415472382e7352f6b8b4381
Source dataset
uspto-grants-1994_04
Patent number
US05304470

Reaction notes

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