4-Nitrophenyl S-(acetamidomethyl)-N-{[(2-methyl-2-propanyl)oxy]carbonyl}-L-cysteinate | CAS No. 58651-76-6

4-Nitrophenyl S-(acetamidomethyl)-N-{[(2-methyl-2-propanyl)oxy]carbonyl}-L-cysteinate

Basic Information

CAS Number

58651-76-6

Molecular Formula

C17H23N3O7S

Molecular Weight

413.4 g/mol

AD

Basic Physical Properties

CC(=O)NCSCC(C(=O)OC1=CC=C(C=C1)[N+](=O)[O-])NC(=O)OC(C)(C)C

InChI

InChI=1S/C17H23N3O7S/c1-11(21)18-10-28-9-14(19-16(23)27-17(2,3)4)15(22)26-13-7-5-12(6-8-13)20(24)25/h5-8,14H,9-10H2,1-4H3,(H,18,21)(H,19,23)/t14-/m0/s1

InChIKey

YMMVJNPHWLDKCQ-AWEZNQCLSA-N

LogP

3.52530

Complexity

566

Synonyms & References

English

  • Boc-Cys(Acm)-ONp
  • NS00052847
  • Boc-S-acetamidomethyl-L-cysteine 4-nitrophenyl ester
  • (4-nitrophenyl) (2R)-3-(acetamidomethylsulfanyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
  • YMMVJNPHWLDKCQ-AWEZNQCLSA-N
  • AKOS024464791
  • FD21251
  • 4-Nitrophenyl S-(acetamidomethyl)-N-(tert-butoxycarbonyl)-L-cysteinate
  • BOC-S-ACETAMIDOMETHYL-L-CYSTEINE 4-NITROPHENYL EST
  • DI-N-BUTYLMETHYLPHOSPHONATE
  • MFCD00236831
  • CS-0360478
  • M03397
  • 58651-76-6
  • SCHEMBL7264415
  • p-Nitrophenyl S-(acetamidomethyl)-N-(tert-butoxycarbonyl)-L-cysteinate
  • AS-49010
  • BocCys(Acm)ONp
  • L-Cysteine,S-[(acetylamino)methyl]-N-[(1,1-dimethylethoxy)carbonyl]-, 4-nitrophenyl ester
  • BOC-CYS(ACM)-ONP
  • Boc-L-Cys(Acm)-ONp
  • H-His(Trt)-OMe·HCl
  • BOC-Cys-ACM-ONP
  • BOC-L-CYSTEINE-ACETAMIDOMETHYL-4-NITROPHENYL ESTER
  • Boc-S-acetamidomethyl-L-Cysteine 4-nitrophenyl est
  • BOC-S-ACETAMIDOMETHYL-L-CYSTEINE 4-NITROPHENYL ESTER
  • BOC-L-CYSTEINE(ACM) P-NITROPHENYL ESTER
  • BOC-CYSTEINE(ACM)-ONP
  • p-nitrophenyl S-(acetamidomethyl)-N-(tert-butoxycarbonyl)-L-cysteinate
  • 4-nitrophenyl (2R)-2-{[(tert-butoxy)carbonyl]amino}-3-[(acetamidomethyl)sulfanyl]propanoate
  • S-[(Acetylamino)methyl]-N-(tert-butoxycarbonyl)-L-cysteine 4-nitrophenyl ester

MDL Number

MFCD00236831

FAQ

What are the physical and chemical properties of 4-Nitrophenyl S-(acetamidomethyl)-N-{[(2-methyl-2-propanyl)oxy]carbonyl}-L-cysteinate (CAS: 58651-76-6)?

4-Nitrophenyl S-(acetamidomethyl)-N-{[(2-methyl-2-propanyl)oxy]carbonyl}-L-cysteinate (CAS: 58651-76-6) is a white crystalline solid with a molecular weight of approximately 462.16 g/mol. It is slightly soluble in water and more soluble in organic solvents such as methanol. Chemically, it is reactive towards reducing agents and can undergo substitution reactions at the nitro group. It is also prone to hydrolysis under acidic conditions.

How is 4-Nitrophenyl S-(acetamidomethyl)-N-{[(2-methyl-2-propanyl)oxy]carbonyl}-L-cysteinate (CAS: 58651-76-6) typically synthesized?

4-Nitrophenyl S-(acetamidomethyl)-N-{[(2-methyl-2-propanyl)oxy]carbonyl}-L-cysteinate (CAS: 58651-76-6) is typically synthesized via the coupling of 4-nitrophenyl isothiocyanate with N-(2-methyl-2-propanoyloxy)acetamidomethyl-L-cysteine in the presence of a base like triethylamine. The reaction proceeds with high selectivity and yield, ensuring the formation of the desired product through the condensation of the isothiocyanate with the cysteine amino group.

What industries use 4-Nitrophenyl S-(acetamidomethyl)-N-{[(2-methyl-2-propanyl)oxy]carbonyl}-L-cysteinate (CAS: 58651-76-6)?

4-Nitrophenyl S-(acetamidomethyl)-N-{[(2-methyl-2-propanoyloxy)carbonyl]-L-cysteinate (CAS: 58651-76-6) is used primarily in the pharmaceutical industry for the synthesis of biologically active compounds. It may also find applications in the polymer industry for functionalization of polymers and in the development of chemical sensors due to its reactive nature.

What precautions should be taken when handling 4-Nitrophenyl S-(acetamidomethyl)-N-{[(2-methyl-2-propanyl)oxy]carbonyl}-L-cysteinate (CAS: 58651-76-6)?

When handling 4-Nitrophenyl S-(acetamidomethyl)-N-{[(2-methyl-2-propanoyloxy)carbonyl]-L-cysteinate (CAS: 58651-76-6), it is important to wear appropriate personal protective equipment (PPE) including gloves, goggles, and a lab coat. Work must be conducted in a well-ventilated area or within a fume hood to minimize exposure to vapors. Spills should be handled with caution, and appropriate safety data sheets (SDS) should be consulted for specific disposal and emergency procedures.

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