N-[(Benzyloxy)carbonyl]-3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-D-alanine | CAS No. 185968-90-5

N-[(Benzyloxy)carbonyl]-3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-D-alanine

Basic Information

CAS Number

185968-90-5

Molecular Formula

C26H24N2O6

Molecular Weight

460.49 g/mol

AD

Basic Physical Properties

C1=CC=C(C=C1)COC(=O)NC(CNC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24)C(=O)O

InChI

InChI=1S/C26H24N2O6/c29-24(30)23(28-26(32)33-15-17-8-2-1-3-9-17)14-27-25(31)34-16-22-20-12-6-4-10-18(20)19-11-5-7-13-21(19)22/h1-13,22-23H,14-16H2,(H,27,31)(H,28,32)(H,29,30)/t23-/m1/s1

InChIKey

MVKNXKRRMCSKJJ-HSZRJFAPSA-N

LogP

3.904700000000002

Topological Polar Surface Area

113.96 Ų

Hydrogen Bond Donor/Acceptor

3 / 8

Complexity

687

Synonyms & References

English

  • DS-14437
  • CS-0149753
  • (2R)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-2-(phenylmethoxycarbonylamino)propanoic acid
  • Z-D-Dapa(Fmoc)-OH
  • (2R)-2-{[(BENZYLOXY)CARBONYL]AMINO}-3-{[(9H-FLUOREN-9-YLMETHOXY)CARBONYL]AMINO}PROPANOIC ACID
  • N-[(Benzyloxy)carbonyl]-3-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-D-alanine
  • (R)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-(((benzyloxy)carbonyl)amino)propanoic acid
  • AKOS016842916
  • 185968-90-5
  • DTXSID00679831
  • MFCD02684469
  • Z-D-Dap(Fmoc)-OH
  • N-alpha-BenZyloxycarbonyl-N-beta-(9-fluorenylmethyloxycarbonyl)-D-2,3-diaminopropionic acid (CbZ-D-Dap(Fmoc)-OH)
  • D-Alanine,3-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-N-[(phenylmethoxy)carbonyl]-
  • (R)-3-(9-fluorenylmethoxycarbonylamino)-2-(benzyloxycarbonylamino)propanoic acid
  • AmbotzZAA1068
  • N3-Fmoc-N2-Cbz-D-2,3-diaminopropionic acid
  • N-Cbz-N'-Fmoc-D-2,3-diaminopropionic acid
  • Cbz-D-Dap(Fmoc)-OH
  • Z-Nβ-Boc-D-2,3-diaMinopropionic acid
  • N-alpha-Cbz-N-gamma-Fmoc-D-2,4-diaminopropionic acid
  • (R)-3-(((9H-fluoren-9-yl)methoxy)carbonylamino)-2-(benzyloxycarbonylamino)propanoic acid
  • N-ALPHA-BENZYLOXYCARBONYL-N-BETA-(9-FLUORENYLMETHYLOXYCARBONYL)-D-2,3-DIAMINOPROPIONIC ACID
  • N-ALPHA-CARBOBENZOXY-N-BETA-(9-FLUORENYLMETHOXYCARBONYL)-D-ALPHA,BETA-DIAMINOPROPIONIC ACID
  • N-ALPHA-BENZYLOXYCARBONYL-N-BETA-(9-FLUOROENYLMETHYLOXYCARBONYL)-D-2,3-DIAMINOPROPIONIC ACID

MDL Number

MFCD02684469

FAQ

What are the physical and chemical properties of N-[(Benzyloxy)carbonyl]-3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-D-alanine (CAS: 185968-90-5)?

N-[(Benzyloxy)carbonyl]-3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-D-alanine is a white crystalline solid with a molecular weight of approximately 821.47 g/mol. It is poorly soluble in water but soluble in organic solvents. Its reactivity is moderate, particularly toward nucleophilic substitution and condensation reactions. It is stable under normal conditions but should be stored in a cool, dry place away from light and moisture to prevent degradation.

How is N-[(Benzyloxy)carbonyl]-3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-D-alanine (CAS: 185968-90-5) typically synthesized?

N-[(Benzyloxy)carbonyl]-3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-D-alanine can be synthesized via multi-step procedures involving acylation and condensation reactions. The key steps include the formation of the amide bond using coupling agents like HATU or EDC, followed by protection and deprotection steps. The yield is typically around 70-80%, with high selectivity and purity.

What industries use N-[(Benzyloxy)carbonyl]-3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-D-alanine (CAS: 185968-90-5)?

N-[(Benzyloxy)carbonyl]-3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-D-alanine is primarily used in the pharmaceutical industry for the synthesis of complex peptidomimetics and bioactive compounds. It is also utilized in the polymer industry for the modification of polymer chains. Additionally, it has potential applications in the semiconductor industry for the development of organic electronic materials and sensors.

What precautions should be taken when handling N-[(Benzyloxy)carbonyl]-3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-D-alanine (CAS: 185968-90-5)?

When handling N-[(Benzyloxy)carbonyl]-3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-D-alanine, ensure the use of appropriate personal protective equipment (PPE), including gloves, goggles, and lab coat. Work in a well-ventilated area or fume hood to minimize inhalation risks. Store the compound in a cool, dry place away from light and moisture. In the event of a spill, carefully clean up using appropriate procedures and consult the Safety Data Sheet (SDS) for specific guidelines.

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