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NALPHA-FMOC-L-SERINE TERT-BUTYL ESTER

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NALPHA-FMOC-L-SERINE TERT-BUTYL ESTER Basic information

Product Name:
NALPHA-FMOC-L-SERINE TERT-BUTYL ESTER
Synonyms:
  • N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-L-SERINE ALPHA-T-BUTYL ESTER
  • NALPHA-[(9H-FLUOREN-9-YLMETHOXY)CARBONYL]-L-SERINE TERT-BUTYL ESTER
  • NALPHA-FMOC-L-SERINE TERT-BUTYL ESTER
  • FMOC-SER-OTBU
  • -[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-serine tert-Butyl Ester
  • N alfa-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-serine tert-Butyl Ester
  • Nα-Fmoc-L-serine tert-Butyl Ester
  • Nalpha-Fmoc-L-serine tert-Butyl Ester Fmoc-Ser-OtBu
CAS:
110797-35-8
MF:
C22H25NO5
MW:
383.44
Product Categories:
  • Amino Acid tert-Butyl Esters
  • Amino Acids
  • Amino Acids (C-Protected)
  • Amino Acids (N-Protected)
  • Biochemistry
  • Fmoc-Amino Acids
  • Reagents for Oligosaccharide Synthesis
Mol File:
110797-35-8.mol
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NALPHA-FMOC-L-SERINE TERT-BUTYL ESTER Chemical Properties

Melting point:
127 °C
Boiling point:
588.4±45.0 °C(Predicted)
Density 
1.216±0.06 g/cm3(Predicted)
refractive index 
11 ° (C=1, CHCl3)
storage temp. 
Sealed in dry,2-8°C
solubility 
soluble in Chloroform
form 
powder to crystal
pka
10.07±0.46(Predicted)
color 
White to Orange to Green
InChIKey
ZYOWIDHANLLHNO-IBGZPJMESA-N
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Safety Information

HS Code 
2924.19.8000
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NALPHA-FMOC-L-SERINE TERT-BUTYL ESTER Usage And Synthesis

Uses

Fmoc-Ser-OtBu is a serine derivative[1].

Synthesis

L-serine tert-butyl ester was added to a round-bottomed flask, 10% aqueous sodium carbonate was added and stirred to dissolve, then dioxane was added, and a 10% dioxane solution of 9-fluorenylmethoxycarbonyl chloride was slowly added dropwise into the reaction solution under an ice bath, and after the dropwise addition was completed the reaction was carried out for 2 hrs in an ice bath, and then at room temperature for 8 hrs, and the reaction was diluted with the addition of water, and the extract was carried out with ether 4 times, the aqueous layer was placed in an ice bath, the pH was adjusted with concentrated hydrochloric acid until the Congo red paper showed blue, placed in a refrigerator overnight, the white precipitate was extracted with ethyl acetate, the combined organic solution was washed with water, the organic layer was dried with anhydrous magnesium sulfate, and pumped dry to get the product tert-butyl N-(9-fluorenylmethoxycarbonyl)-L-serinate.

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):1793-1144. DOI:10.1080/10408398.2012.708368

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