(2R)-2-{[(9H-Fluoren-9-ylmethoxy)carbonyl]amino}-4-phenylbutanoic acid | CAS No. 135944-09-1

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

Basic Information

CAS Number

135944-09-1

Molecular Formula

C25H23NO4

Molecular Weight

401.46 g/mol

AD

Basic Physical Properties

Boiling Point

628.3℃ at 760 mmHg

Flash Point

333.8℃

C1=CC=C(C=C1)CCC(C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24

InChI

InChI=1S/C25H23NO4/c27-24(28)23(15-14-17-8-2-1-3-9-17)26-25(29)30-16-22-20-12-6-4-10-18(20)19-11-5-7-13-21(19)22/h1-13,22-23H,14-16H2,(H,26,29)(H,27,28)/t23-/m1/s1

InChIKey

CIHPCIUGLIZADU-HSZRJFAPSA-N

LogP

4.611100000000004

Topological Polar Surface Area

75.63000000000001 Ų

Hydrogen Bond Donor/Acceptor

2 / 5

Complexity

566

Safety Information

View Safety Information

Hazard Class

Class IRRITANT Class IRRITANT

Synonyms & References

English

  • Z1741978682
  • FMOC-D-HOMOPHE
  • AC-9970
  • 135944-09-1
  • (R)-2-(((9H-FLUOREN-9-YL)METHOXY)CARBONYLAMINO)-4-PHENYLBUTANOIC ACID
  • Fmoc-D-Homophe-OH, >=98.0% (HPLC)
  • (2R)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-4-phenylbutanoic acid
  • 135994-09-1
  • HY-W002436
  • FMOC-D-HOPHE-OH
  • Fmoc-DL--Me-Phe-OH
  • EN300-317076
  • (R)-2-(Fmoc-amino)-4-phenylbutyric acid
  • Fmoc-D-homophenylalanine (Fmoc-D-hPhe-OH)
  • MFCD00151917
  • Fmoc-D-Homophe-OH
  • (2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-phenylbutanoic acid
  • FMOC-D-HPHE-OH
  • DS-1154
  • AKOS015912368
  • CS-W002436
  • CIHPCIUGLIZADU-HSZRJFAPSA-N
  • SCHEMBL800091
  • FMOC-D-HOMOPHENYL-ALA
  • (R)-alpha-[N-(9-Fluorenylmethoxycarbonyl)amino]-benzenebutanoic acid
  • A886911
  • (R)-2-((((9H-FLUOREN-9-YL)METHOXY)CARBONYL)AMINO)-4-PHENYLBUTANOIC ACID
  • DTXSID30427842
  • AM20050372
  • J-300429
  • Fmoc-D-homophenylalanine

MDL Number

MFCD00151917

Customs Code

2924299090

FAQ

What are the physical and chemical properties of (2R)-2-{[(9H-Fluoren-9-ylmethoxy)carbonyl]amino}-4-phenylbutanoic acid (CAS: 135944-09-1)?

The compound is a white to off-white crystalline solid with a molecular weight of approximately 432.4 g/mol. It is sparingly soluble in water but soluble in organic solvents. Chemically, it is stable under normal conditions but can be sensitive to strong bases and heat. It can undergo acylation and amide formation reactions.

How is (2R)-2-{[(9H-Fluoren-9-ylmethoxy)carbonyl]amino}-4-phenylbutanoic acid (CAS: 135944-09-1) typically synthesized?

It is synthesized through multi-step processes involving coupling of fluorenylmethanol with an amino acid via a Fmoc (fluorenylmethoxycarbonyl) strategy. The key steps include protection of the amino group, coupling with the fluorenylmethoxycarbonyl group, and subsequent deprotection to form the final product. The overall yield is around 70%.

What industries use (2R)-2-{[(9H-Fluoren-9-ylmethoxy)carbonyl]amino}-4-phenylbutanoic acid (CAS: 135944-09-1)?

This compound is primarily used in pharmaceuticals for the synthesis of certain drugs due to its specific functional groups. It is also used in the polymer industry for the modification of polymer surfaces and in the semiconductor industry for the production of photoresists.

What precautions should be taken when handling (2R)-2-{[(9H-Fluoren-9-ylmethoxy)carbonyl]amino}-4-phenylbutanoic acid (CAS: 135944-09-1)?

When handling this compound, it is important to use appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or fume hood. Spills should be managed using appropriate absorbents, and the compound should be stored in a cool, dry place away from strong acids and bases. Always refer to the Safety Data Sheet (SDS) for detailed handling instructions and emergency procedures.

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