(2R)-2-{[(9H-Fluoren-9-ylmethoxy)carbonyl]amino}-4-pentynoic acid | CAS No. 220497-98-3

(2R)-2-{[(9H-Fluoren-9-ylmethoxy)carbonyl]amino}-4-pentynoic acid

Basic Information

CAS Number

220497-98-3

Molecular Formula

C20H17NO4

Molecular Weight

335.4 g/mol

AD

Basic Physical Properties

Melting Point

155 °C

Boiling Point

472°C (rough estimate)

Refractive Index

1.5600 (estimate)

C#CCC(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13

InChI

InChI=1S/C20H17NO4/c1-2-7-18(19(22)23)21-20(24)25-12-17-15-10-5-3-8-13(15)14-9-4-6-11-16(14)17/h1,3-6,8-11,17-18H,7,12H2,(H,21,24)(H,22,23)/t18-/m1/s1

InChIKey

DJGMNCKHNMRKFM-GOSISDBHSA-N

LogP

3.39250

Complexity

529

Safety Information

View Safety Information

Hazard Class

Class IRRITANT Class IRRITANT

Synonyms & References

English

  • CS-W008395
  • (2R)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)pent-4-ynoic acid
  • S-220497-98-3
  • HY-W008395
  • (R)-N-FMOC-PROPARYLGLYCINE
  • SCHEMBL119859
  • N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-(R)-2-AMINO-4-PENTYNOIC ACID
  • AKOS025289366
  • (R)-2-(Fmoc-amino)-4-pentynoic acid
  • (R)-N-FMOC-PROPARGYLGLYCINE
  • Fmoc-D-2-propargylglycine
  • DTXSID60426505
  • Fmoc-D-Gly(propargyl)-OH
  • Fmoc-Propargyl-D-Gly-OH
  • (R)-2-(((9H-Fluoren-9-yl)methoxy)carbonylamino)pent-4-ynoic acid
  • A878769
  • DS-9750
  • Fmoc-D-Pra-OH
  • (R)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)pent-4-ynoic acid
  • N-alpha-(9-Fluorenylmethoxycarbonyl)-D-propargylglycine
  • AC-9950
  • Fmoc-D-proparglycine
  • Fmoc-D-Propargylglycine
  • (2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)pent-4-ynoic acid
  • EN300-650058
  • 220497-98-3
  • J-014450
  • LT0117
  • N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-D-PROPARGYLGLYCINE
  • (R)-2-(Fmoc-amino)-4-pentynoic acid; (R)-2-(((9H-Fluoren-9-yl)methoxy)carbonylamino)pent-4-ynoic acid
  • Fmoc-D-propargylglycine (Fmoc-D-Pra-OH)

MDL Number

MFCD01311781

FAQ

What are the physical and chemical properties of (2R)-2-{[(9H-Fluoren-9-ylmethoxy)carbonyl]amino}-4-pentynoic acid (CAS: 220497-98-3)?

This compound is a white to off-white crystalline solid with a molecular weight of approximately 347.36 g/mol. It has a low water solubility and is moderately soluble in organic solvents. The compound is known for its reactivity, particularly in peptide coupling reactions and as a precursor in medicinal chemistry. It is stable under neutral conditions but can be sensitive to strong acid or base conditions.

How is (2R)-2-{[(9H-Fluoren-9-ylmethoxy)carbonyl]amino}-4-pentynoic acid (CAS: 220497-98-3) typically synthesized?

The compound is typically synthesized via a Fmoc (Fluorenylmethoxycarbonyl) protection strategy. The key steps include the coupling of 4-pentyne-2-carboxylic acid with 9-fluorenylmethyl chloroformate, followed by the introduction of the amino group using an amino alcohol. The yield is usually around 60-70%, and the reaction is catalyzed by standard coupling reagents.

What industries use (2R)-2-{[(9H-Fluoren-9-ylmethoxy)carbonyl]amino}-4-pentynoic acid (CAS: 220497-98-3)?

This compound is primarily used in the pharmaceutical industry as a key intermediate in the synthesis of various bioactive compounds. It is also utilized in the polymer industry for the development of novel materials with enhanced properties, and in the chemical sensor industry for the fabrication of highly sensitive detection devices.

What precautions should be taken when handling (2R)-2-{[(9H-Fluoren-9-ylmethoxy)carbonyl]amino}-4-pentynoic acid (CAS: 220497-98-3)?

When handling this compound, it is essential to wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. The compound should be stored in a cool, dry place away from direct sunlight and should be handled in a fume hood. In case of a spill, avoid inhalation and contact with skin. Refer to the Safety Data Sheet (SDS) for specific guidance on spill cleanup and disposal.

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