3-[(Acetamidomethyl)sulfanyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-valine | CAS No. 201531-76-2

3-[(Acetamidomethyl)sulfanyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-valine

Basic Information

CAS Number

201531-76-2

Molecular Formula

C23H26N2O5S

Molecular Weight

442.54 g/mol

AD

Basic Physical Properties

CC(=O)NCSC(C)(C)C(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13

InChI

InChI=1S/C23H26N2O5S/c1-14(26)24-13-31-23(2,3)20(21(27)28)25-22(29)30-12-19-17-10-6-4-8-15(17)16-9-5-7-11-18(16)19/h4-11,19-20H,12-13H2,1-3H3,(H,24,26)(H,25,29)(H,27,28)/t20-/m1/s1

InChIKey

HJXCJYNKTHOYRD-HXUWFJFHSA-N

LogP

3.583700000000002

Topological Polar Surface Area

104.73000000000002 Ų

Hydrogen Bond Donor/Acceptor

3 / 7

Complexity

648

Safety Information

View Safety Information

Hazard Class

Class IRRITANT Class IRRITANT

Synonyms & References

English

  • (R)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-((acetamidomethyl)thio)-3-methylbutanoic acid
  • 201531-76-2
  • Fmoc-L-Pen(Acm)-OH
  • Fmoc-Cys(Me2)(Acm)-OH
  • Fmoc-S-acetamidomethyl-L-penicillamine
  • DTXSID10673986
  • L-Valine, 3-[[(acetylamino)methyl]thio]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-
  • Fmoc-,-dimethyl-Cys(Acm)-OH
  • SCHEMBL19401963
  • fmoc-pen(acm)-oh, AldrichCPR
  • S-201531-76-2
  • 3-[(Acetamidomethyl)sulfanyl]-N-{[(9H-fluoren-9-yl)methoxy]carbonyl}-L-valine
  • (R)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(acetamidomethylthio)-3-methylbutanoic acid
  • (2R)-3-(acetamidomethylsulfanyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-methylbutanoic acid
  • S11661
  • Fmoc-Pen(Acm)-OH
  • AKOS015837095
  • MFCD00151935
  • CS-0153947
  • L-Valine,3-[[(acetylamino)methyl]thio]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-
  • N-FMOC-S-ACETAMIDOMETHYL-L-PENICILLAMINE

MDL Number

MFCD00151935

FAQ

What are the physical and chemical properties of 3-[(Acetamidomethyl)sulfanyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-valine (CAS: 201531-76-2)?

3-[(Acetamidomethyl)sulfanyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-valine is a white crystalline solid with a high molecular weight. It is poorly soluble in water but soluble in organic solvents. The compound exhibits low reactivity under normal conditions but can undergo hydrolysis in the presence of moisture. It has a melting point of 205-207°C.

How is 3-[(Acetamidomethyl)sulfanyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-valine (CAS: 201531-76-2) typically synthesized?

3-[(Acetamidomethyl)sulfanyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-valine is typically synthesized through a multi-step synthesis involving esterification, acylation, and amidation reactions. The key steps involve protecting the amino group, introducing the sulfanyl group, and then coupling with the fluorenecarbonyl derivative. The yield is typically around 70-80% under optimized conditions.

What industries use 3-[(Acetamidomethyl)sulfanyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-valine (CAS: 201531-76-2)?

3-[(Acetamidomethyl)sulfanyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-valine is primarily used in the pharmaceutical industry for the development of functionalized amino acids and peptides. It has also found applications in the synthesis of certain polymers and as a reagent in analytical chemistry for sensor development.

What precautions should be taken when handling 3-[(Acetamidomethyl)sulfanyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-valine (CAS: 201531-76-2)?

When handling 3-[(Acetamidomethyl)sulfanyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-valine, it is essential to wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood. Spills should be cleaned up immediately with appropriate absorbent material, and the area should be thoroughly washed down. Refer to the safety data sheet (SDS) for detailed information on handling and disposal.

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