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FMOC-N-(N-BETA-BOC-AMINOETHYL)-GLY-OH

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FMOC-N-(N-BETA-BOC-AMINOETHYL)-GLY-OH Basic information

Product Name:
FMOC-N-(N-BETA-BOC-AMINOETHYL)-GLY-OH
Synonyms:
  • Fmoc-N-(2-Boc-aminoethyl)glycine≥ 99% (HPLC)
  • N-(9-FLUORENYLMETHOXYCARBONYL)-N-(2-TERT-BUTYLOXYCARBONYLAMINO-ETHYL)-GLYCINE
  • N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-N-(BETA-T-BUTOXYCARBONYLAMINOETHYL)-GLYCINE
  • FMOC-AEG(BOC)-OH
  • FMOC-AEG-OH
  • FMOC-BOCNHETGLY-OH
  • FMOC-N-(2-BOC-AMINOETHYL)-GLYCINE
  • FMOC-N-(N-BETA-BOC-AMINOETHYL)-GLYCINE
CAS:
141743-15-9
MF:
C24H28N2O6
MW:
440.49
Mol File:
141743-15-9.mol
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FMOC-N-(N-BETA-BOC-AMINOETHYL)-GLY-OH Chemical Properties

Boiling point:
638.3±48.0 °C(Predicted)
Density 
1.250±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
pka
3.85±0.10(Predicted)
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Safety Information

Hazard Codes 
N
Risk Statements 
50/53
Safety Statements 
60-61
RIDADR 
UN 3077 9/PG 3
WGK Germany 
3
HS Code 
29242990
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FMOC-N-(N-BETA-BOC-AMINOETHYL)-GLY-OH Usage And Synthesis

Chemical Properties

White crystalline powder

Uses

Fmoc-N-(2-Boc-aminoethyl)-Gly-OH is a Fmoc-protected glycine derivative that can be used in antibody agent coupling (ADC) synthesis. ADC consists of antibodies that are linked to ADC cytotoxins via ADC junctions[1].

Synthesis

82911-69-1

90495-99-1

141743-15-9

The general procedure for the synthesis of Fmoc-N-(2-Boc-aminoethyl)glycine from 9-fluorenylmethyl-N-succinimidyl carbonate and 2-((2-((tert-butoxycarbonyl)amino)ethyl)amino)acetic acid was as follows: 10.9 g (50 mmol) of 2-((2-((tert-butoxycarbonyl)amino)ethyl)amino)acetic acid was mixed and stirred with 50 mL of water, adding 11.3 g (135 mmol) sodium bicarbonate and 50 mL of tetrahydrofuran. Subsequently, 24.3 g (72 mmol) of 9-fluorenylmethyl-N-succinimidyl carbonate was added. The reaction mixture was stirred at room temperature for 20 h. After completion of the reaction, the resulting salt was removed by filtration. The filtrate was acidified to separate the phases and the organic phase was subsequently concentrated to afford the product N-(2-tert-butoxycarbonylaminoethyl)-N-(9-fluorenylmethoxycarbonyl)aminoacetic acid in 21.0 g (99%) yield.

References

[1] Hiroyuki Naito, et al. (anti-her2 antibody)-drug conjugate. EP3130608

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