4-Methyl-N-{[(2-methyl-2-propanyl)oxy]carbonyl}phenylalanine | CAS No. 80102-27-8

4-Methyl-N-{[(2-methyl-2-propanyl)oxy]carbonyl}phenylalanine

Basic Information

CAS Number

80102-27-8

Molecular Formula

C15H21NO4

Molecular Weight

279.34 g/mol

AD

Basic Physical Properties

Melting Point

85 ºC

Specific Rotation

-30 º (c=1,EtOH)

CC1=CC=C(C=C1)CC(C(=O)O)NC(=O)OC(C)(C)C

InChI

InChI=1S/C15H21NO4/c1-10-5-7-11(8-6-10)9-12(13(17)18)16-14(19)20-15(2,3)4/h5-8,12H,9H2,1-4H3,(H,16,19)(H,17,18)/t12-/m1/s1

InChIKey

JYRWNPUFECDJCX-GFCCVEGCSA-N

LogP

2.5154199999999998

Topological Polar Surface Area

75.63 Ų

Hydrogen Bond Donor/Acceptor

2 / 5

Complexity

340

Safety Information

View Safety Information

Hazard Class

Class IRRITANT Class IRRITANT

Synonyms & References

English

  • PS-12013
  • MFCD01317726
  • SCHEMBL5061931
  • 80102-27-8
  • (R)-2-((tert-Butoxycarbonyl)amino)-3-(p-tolyl)propanoic acid
  • (R)-2-(TERT-BUTOXYCARBONYLAMINO)-3-P-TOLYLPROPANOIC ACID
  • D-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-4-methyl-
  • N-TERT-BUTOXYCARBONYL-D-4-METHYL PHENYLALANINE
  • BOC-4-METHY-D-PHENYLALANINE
  • Boc-D-4-Methylphenylalanine
  • Boc-4-methyl-D-phenylalanine
  • N-(tert-butoxycarbonyl)-4-methyl-D-phenylalanine
  • BOC-D-4-METHYLPHE
  • (2R)-3-(4-methylphenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
  • CS-0153094
  • Boc-D-Phe(4-Me)-OH
  • A50135
  • BOC-p-Me-D-Phe-OH; BOC-D-Phe(4-Me)-OH; BOC-D-4-Methylphe; tert-Butoxycarbonyl-D-4-methylphenylalanine;
  • Boc-D-4-Methylphenylalanine (Boc-D-Phe(4-Me)-OH)
  • DTXSID70426511
  • AM83431
  • AC-9929
  • BOC-D-4-ME-PHE-OH
  • EN300-3389905
  • J-300421
  • JYRWNPUFECDJCX-GFCCVEGCSA-N
  • AKOS016843545
  • (2R)-2-{[(tert-butoxy)carbonyl]amino}-3-(4-methylphenyl)propanoic acid
  • A864749
  • BOC-p-Me-D-Phe-OH
  • BOC-D-Phe(4-Me)-OH

MDL Number

MFCD01317726

FAQ

What are the physical and chemical properties of 4-Methyl-N-{[(2-methyl-2-propanyl)oxy]carbonyl}phenylalanine (CAS: 80102-27-8)?

4-Methyl-N-{[(2-methyl-2-propanyl)oxy]carbonyl}phenylalanine (CAS: 80102-27-8) is a white crystalline solid with a molecular weight of approximately 282.36 g/mol. It has a low water solubility and is soluble in organic solvents such as methanol and acetonitrile. The compound is stable under normal storage conditions but is sensitive to strong bases and reducing agents, showing moderate reactivity in these conditions.

How is 4-Methyl-N-{[(2-methyl-2-propanyl)oxy]carbonyl}phenylalanine (CAS: 80102-27-8) typically synthesized?

4-Methyl-N-{[(2-methyl-2-propanyl)oxy]carbonyl}phenylalanine (CAS: 80102-27-8) is synthesized through a multi-step process involving peptide coupling, protection of hydroxyl groups, and subsequent deprotection. Commonly, a protected amino acid is coupled with a protected carboxylic acid derivative under mild conditions, followed by deprotection and purification steps. This compound is often synthesized using standard reagents such as HBTU, DIPEA, and TFA.

What industries use 4-Methyl-N-{[(2-methyl-2-propanyl)oxy]carbonyl}phenylalanine (CAS: 80102-27-8)?

4-Methyl-N-{[(2-methyl-2-propanyl)oxy]carbonyl}phenylalanine (CAS: 80102-27-8) is primarily used in the pharmaceutical industry for the development of peptidomimetic drugs. It also finds applications in the field of polymer science for the synthesis of biodegradable polymers and in semiconductor industries for the preparation of functional materials. Additionally, it is used in sensor technology for biosensing applications.

What precautions should be taken when handling 4-Methyl-N-{[(2-methyl-2-propanyl)oxy]carbonyl}phenylalanine (CAS: 80102-27-8)?

When handling 4-Methyl-N-{[(2-methyl-2-propanyl)oxy]carbonyl}phenylalanine (CAS: 80102-27-8), appropriate personal protective equipment (PPE) is essential, including gloves, goggles, and a lab coat. It should be stored in a well-ventilated area, preferably in a fume hood. Spills should be handled immediately using absorbent materials and the area should be thoroughly cleaned. The Safety Data Sheet (SDS) should be consulted for detailed handling and disposal procedures.

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