Basic information Safety Supplier Related

FMOC-L-HYP(BOM)-OH

Basic information Safety Supplier Related

FMOC-L-HYP(BOM)-OH Basic information

Product Name:
FMOC-L-HYP(BOM)-OH
Synonyms:
  • Fmoc-Hyp(Bcc)-OH
  • N-alpha-(9-fluorenylmethyloxycarbonyl)-L-Hyp(Boc-aminoethylcarbamoyl)
  • 1,2-Pyrrolidinedicarboxylic acid, 4-[[[[2-[[(1,1-diMethylethoxy)carbonyl]aMino]ethyl]aMino]carbonyl]oxy]-, 1-(9H-fluoren-9-ylMethyl) ester, (2S,4R)-
  • (2S,4R)-4-[[[[2-[[(1,1-Dimethylethoxy)carbonyl]amino]ethyl]amino]carbonyl]oxy]-1,2-pyrrolidinedicarboxylic acid 1-(9H-fluoren-9-ylmethyl) ester
  • N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-O-(TERT-BUTYLOXYCARBONYLAMINOETHYLCARBAMOYL)-TRANS-L-HYDROXYPROLINE
  • FMOC-L-HYP(BOM)-OH
  • Fmoc-Hyp(Bom)-OH
  • (9H-Fluoren-9-yl)MethOxy]Carbonyl Hyp(Bom)-OH
CAS:
187223-15-0
MF:
C28H33N3O8
MW:
539.58
EINECS:
630-406-9
Mol File:
187223-15-0.mol
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FMOC-L-HYP(BOM)-OH Chemical Properties

Boiling point:
749.0±60.0 °C(Predicted)
Density 
1.35±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
pka
3.55±0.40(Predicted)
form 
Solid
color 
White to pink
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FMOC-L-HYP(BOM)-OH Usage And Synthesis

Uses

Fmoc-Hyp(Bom)-OH is a non-cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs). Fmoc-Hyp(Bom)-OH is also a alkyl chain-based PROTAC linker that can be used in the synthesis of PROTACs<

Synthesis

187223-14-9

187223-15-0

Step III: Preparation of Fmoc-(2S,4R)-(4-O-CO-NH-CH2-CH2-NH-Boc)-Pro-OH. the methyl ester obtained in step II was converted to free acid by hydrolysis reaction. This is done by adding 1N sodium hydroxide solution to a mixed solvent of 1,4-dioxane and water for the reaction. This step produced a mixture of H-(2S,4R)-(4-O-CO-NH-CH2-CH2-NH-Boc)-Pro-OH with the target product Fmoc-(2S,4R)-(4-O-CO-NH-CH2-CH2-NH-Boc)-Pro-OH. The reaction yield was 55%.

IC 50

Cleavable Linker

References

[1] Beck A, et al. Strategies and challenges for the next generation of antibody-drug conjugates. Nat Rev Drug Discov. 2017;16(5):315-337. DOI:10.1038/nrd.2016.268
[2] Nalawansha DA, et al. PROTACs: An Emerging Therapeutic Modality in Precision Medicine. Cell Chem Biol. 2020;27(8):998-985. DOI:10.7554/eLife.57277

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