(2S)-2-{[(9H-Fluoren-9-ylmethoxy)carbonyl]amino}-2-methyl-5-hexenoic acid | CAS No. 288617-72-1

(2S)-2-{[(9H-Fluoren-9-ylmethoxy)carbonyl]amino}-2-methyl-5-hexenoic acid

Basic Information

CAS Number

288617-72-1

Molecular Formula

C22H23NO4

Molecular Weight

365.43 g/mol

AD

Basic Physical Properties

C=CCC[C@](C)(NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)C(O)=O

InChI

InChI=1S/C22H23NO4/c1-3-4-13-22(2,20(24)25)23-21(26)27-14-19-17-11-7-5-9-15(17)16-10-6-8-12-18(16)19/h3,5-12,19H,1,4,13-14H2,2H3,(H,23,26)(H,24,25)/t22-/m0/s1

InChIKey

ZZWOKVRONYEEBJ-QFIPXVFZSA-N

LogP

4.334600000000003

Topological Polar Surface Area

75.63 Ų

Hydrogen Bond Donor/Acceptor

2 / 5

Synonyms & References

English

  • (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-methylhex-5-enoic acid
  • (2S)-2-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]-2-methyl-5-hexenoic acid
  • (S)-N-Fmoc-2-(3'-butenyl)alanine
  • (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-2-methylhex-5-enoic acid
  • (S)-N-Fmoc-2-(3-butenyl)alanine

MDL Number

MFCD17215629

FAQ

What are the physical and chemical properties of (2S)-2-{[(9H-Fluoren-9-ylmethoxy)carbonyl]amino}-2-methyl-5-hexenoic acid (CAS: 288617-72-1)?

The compound is a white crystalline solid with a molecular weight of approximately 432.47 g/mol. It is slightly soluble in water and more soluble in organic solvents. The compound is mildly reactive, particularly towards bases. It is stable under normal storage conditions but should be protected from moisture.

How is (2S)-2-{[(9H-Fluoren-9-ylmethoxy)carbonyl]amino}-2-methyl-5-hexenoic acid (CAS: 288617-72-1) typically synthesized?

The compound is typically synthesized via a multi-step process involving the coupling of fluoren-9-ylmethanol with an appropriate amino acid derivative, followed by acylation and reduction steps. Commonly used catalysts include acids or bases, and the process yields about 70-80% of the target compound.

What industries use (2S)-2-{[(9H-Fluoren-9-ylmethoxy)carbonyl]amino}-2-methyl-5-hexenoic acid (CAS: 288617-72-1)?

This compound is used in the pharmaceutical industry for drug synthesis, particularly in developing new therapeutic agents. It is also used in the polymer industry as a monomer for specific polymer types and in the semiconductor industry for use in sensor technologies.

What precautions should be taken when handling (2S)-2-{[(9H-Fluoren-9-ylmethoxy)carbonyl]amino}-2-methyl-5-hexenoic acid (CAS: 288617-72-1)?

Proper protective equipment such as gloves, goggles, and a lab coat should be worn when handling this compound. It should be stored in a cool, dry place away from heat and moisture. In case of spill, use appropriate absorbent material and follow safety data sheet (SDS) guidelines for disposal. Fume hoods should be used during synthesis to minimize inhalation exposure.

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