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BOC-PHE-ONP

Basic information Safety Supplier Related

BOC-PHE-ONP Basic information

Product Name:
BOC-PHE-ONP
Synonyms:
  • N-TERT-BUTOXYCARBONYL-L-PHENYLALANINE-P-NITROPHENYL ESTER
  • 4-nitrophenyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-phenylpropanoate
  • N-[(1,1-Dimethylethoxy)Carbonyl]-L-Phenylalanine 4-Nitrophenyl Ester
  • (Tert-Butoxy)Carbonyl Phe-ONp
  • (S)-4-Nitrophenyl2-((tert-butoxycarbonyl)amino)-3-phenylpropanoate
  • N-(tert-Butyloxycarbonyl)-L-phenylalanine p-nitrophenyl ester
  • Boc-L-phenylalanine 4-nitrophenyl ester≥ 99% (HPLC)
  • BOC-PHENYLALANINE-ONP
CAS:
7535-56-0
MF:
C20H22N2O6
MW:
386.4
EINECS:
231-404-7
Product Categories:
  • Amino Acids
Mol File:
7535-56-0.mol
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BOC-PHE-ONP Chemical Properties

Melting point:
127-128 °C
Boiling point:
558.4±50.0 °C(Predicted)
Density 
1.240±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Store in freezer, under -20°C
form 
Crystalline Powder
pka
10.83±0.46(Predicted)
color 
White
Sensitive 
Moisture Sensitive
CAS DataBase Reference
7535-56-0(CAS DataBase Reference)
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Safety Information

WGK Germany 
3
3-10-21

MSDS

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BOC-PHE-ONP Usage And Synthesis

Uses

4-Nitrophenyl (tert-butoxycarbonyl)-L-phenylalaninate is a phenylalanine derivative[1].

Synthesis

100-02-7

13734-34-4

7535-56-0

The general procedure for the synthesis of Boc-L-aniline-4-nitrophenyl ester from 4-nitrophenol and Boc-L-phenylalanine is as follows: dissolve N-tert-butoxycarbonyl-L-phenylalanine (50 g) in dichloromethane (800 ml), stirring until completely dissolved. P-nitrophenol (39 g), 4-dimethylaminopyridine (DMAP, 3 g) and dicyclohexylcarbodiimide (DCC, 39 g) were added and the reaction was carried out for 5 hours at about 20°C. After completion of the reaction, the reaction mixture was filtered and the filtrate was evaporated. Ethanol was added to the residue and heated until complete dissolution, then slowly cooled to 20-30°C to allow the solid to precipitate gradually. Water (50 ml) was added and the mixture was cooled to 0°C and crystallized for 1 hour. The solid was collected by filtration to afford the target product Boc-L-aniline-4-nitrophenyl ester (62 g, 86.5% yield, 93% purity).

References

[1] Luckose F, et al. Effects of amino acid derivatives on physical, mental, and physiological activities. Crit Rev Food Sci Nutr. 2015;55(13):1793-855. DOI:10.1080/10408398.2012.708368

BOC-PHE-ONPSupplier

Energy Chemical
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GL Biochem (Shanghai) Ltd
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Nanjing Chemlin Chemical Co., Ltd
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Shanghai Hanhong Scientific Co.,Ltd.
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021-50135380
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