ChemicalBook > Product Catalog >Biochemical Engineering >Amino Acids and Derivatives >Glycine derivative >Fmoc-N-(N-beta-Boc-aminoethyl)-Gly-OH

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-BOCNHETGLY-OH;FMOC-N-(2-BOC-AMINOETHYL)-GLYCINE;FMOC-N-(N-BETA-BOC-AMINOETHYL)-GLYCINE;(9H-Fluoren-9-yl)MethOxy]Carbonyl N-(2-(Tert-Butoxy)Carbonyl aminoethyl)-Gly-OH;2-[9H-fluoren-9-ylmethoxycarbonyl-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethyl]amino]acetic acid
CAS:141743-15-9
MF:C24H28N2O6
MW:440.49
EINECS:
Product Categories:
Mol File:141743-15-9.mol
Fmoc-N-(N-beta-Boc-aminoethyl)-Gly-OH Structure
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
pka3.85±0.10(Predicted)
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
MSDS Information
Fmoc-N-(N-beta-Boc-aminoethyl)-Gly-OH Usage And Synthesis
Chemical PropertiesWhite crystalline powder
UsesFmoc-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
N-(9-Fluorenylmethoxycarbonyloxy)succinimide

82911-69-1

2-[N-[2-(BOC-AMINO)ETHYL]AMINO]ACETIC ACID

90495-99-1

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

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
Fmoc-N-(N-beta-Boc-aminoethyl)-Gly-OH Preparation Products And Raw materials
Raw materialsFmoc-OSu-->2-[N-[2-(Boc-amino)ethyl]amino]acetic acid-->Sodium bicarbonate-->Tetrahydrofuran-->Water
Tag:Fmoc-N-(N-beta-Boc-aminoethyl)-Gly-OH(141743-15-9) Related Product Information
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