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Fmoc-L-glutamic acid 5-tert-butyl ester

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Fmoc-L-glutamic acid 5-tert-butyl ester Basic information

Product Name:
Fmoc-L-glutamic acid 5-tert-butyl ester
Synonyms:
  • N-ALPHA-FMOC-L-GLUTAMIC ACID GAMMA-T-BUTYL ESTER
  • N-ALPHA-FMOC-L-GLUTAMIC ACID GAMMA-TERT-BUTYL ESTER
  • N-9-FLUORENYLMETHYLOXYCARBONYL-L-GLUTAMIC ACID GAMMA-T-BUTYL ESTER
  • N-9-FLUORENYLMETHYLOXYCARBONYL-L-GLUTAMIC ACID GAMMA-TERT-BUTYL ESTER
  • N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-L-GLUTAMIC-ACID-GAMMA-T-BUTYL ESTER
  • N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-GAMMA-T-BUTYL-L-GLUTAMIC ACID
  • N-FMOC-L-GLUTAMIC ACID GAMMA-T-BUTYL ESTER
  • N-FMOC-O-T-BUTYL-L-GLU
CAS:
71989-18-9
MF:
C24H27NO6
MW:
425.47
EINECS:
276-253-8
Product Categories:
  • Fmoc-Amino acid series
  • Fmoc-Amino Acids
  • Amino Acids
  • Glutamic acid [Glu, E]
  • Fmoc-Amino Acids and Derivatives
  • Pyridines
  • Amino Acid Derivatives
  • Amino Acids (N-Protected)
  • Biochemistry
Mol File:
71989-18-9.mol
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Fmoc-L-glutamic acid 5-tert-butyl ester Chemical Properties

Melting point:
83-90 °C
alpha 
-4.5 º (c=1, 80% acetic acid)
Boiling point:
633.5±55.0 °C(Predicted)
Density 
1.232±0.06 g/cm3(Predicted)
refractive index 
-4 ° (C=1, 80% AcOH)
storage temp. 
Store below +30°C.
solubility 
soluble in Methanol
form 
powder to crystal
pka
3.70±0.10(Predicted)
color 
White to Almost white
optical activity
[α]20/D 5.0±2.0°, c = 1% in acetic acid: water (4:1)
BRN 
3636375
InChIKey
OTKXCALUHMPIGM-FQEVSTJZSA-N
SMILES
C(O)(=O)[C@H](CCC(OC(C)(C)C)=O)NC(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O
CAS DataBase Reference
71989-18-9(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-27-36/37/39-24/25
WGK Germany 
3
HS Code 
2924 29 70

MSDS

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Fmoc-L-glutamic acid 5-tert-butyl ester Usage And Synthesis

Description

Fmoc-L-glutamic acid 5-tert-butyl ester is a Fmoc derivative with an N-substituted tert-butyl ester molecule. It is white or gray-white solid crystals at room temperature and pressure, poor solubility in water and insoluble in petroleum ether, but soluble in ethyl acetate, acetic acid and N,N-dimethylformamide.

Chemical Properties

White powder

Uses

Fmoc-Glu(OtBu)-OH (Fmoc-L-glutamic acid 5-tert-butyl ester) can be employed as a:

  • Ligand in the synthesis of cis-substituted cyclopropane carboxylic acids via C-H activation of cyclopropane carboxamides using Pd catalyst.
  • Linker in the preparation of multi-small molecule-conjugated PTX (paclitaxel) derivatives.

It can be also used as a building block in the preparation of stapled α-helical peptides , and peptide C-terminal thioesters .

General Description

The product number for this product was previously 04-12-1020.

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Fmoc-L-glutamic acid 5-tert-butyl ester Preparation Products And Raw materials

Raw materials

Fmoc-L-glutamic acid 5-tert-butyl esterSupplier

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