2-Chloro-N-{[(2-methyl-2-propanyl)oxy]carbonyl}-D-phenylalanine | CAS No. 80102-23-4

2-Chloro-N-{[(2-methyl-2-propanyl)oxy]carbonyl}-D-phenylalanine

Basic Information

CAS Number

80102-23-4

Molecular Formula

C14H18ClNO4

Molecular Weight

299.75 g/mol

AD

Basic Physical Properties

Melting Point

94-98 °C

Specific Rotation

33 º (c=1,EtOH)

CC(C)(C)OC(=O)NC(CC1=CC=CC=C1Cl)C(=O)O

InChI

InChI=1S/C14H18ClNO4/c1-14(2,3)20-13(19)16-11(12(17)18)8-9-6-4-5-7-10(9)15/h4-7,11H,8H2,1-3H3,(H,16,19)(H,17,18)/t11-/m1/s1

InChIKey

TUUQJNHCVFJMPU-LLVKDONJSA-N

LogP

2.8604000000000003

Topological Polar Surface Area

75.63 Ų

Hydrogen Bond Donor/Acceptor

2 / 5

Complexity

354

Safety Information

View Safety Information

Hazard Class

Class IRRITANT Class IRRITANT

Synonyms & References

English

  • (R)-2-((tert-Butoxycarbonyl)amino)-3-(2-chlorophenyl)propanoic acid
  • Boc-D-2-chlorophenylalanine (Boc-D-Phe(2-Cl)-OH)
  • AC-5840
  • N-TERT-BUTOXYCARBONYL-D-2-CHLORO PHENYLALANINE
  • Boc-D-2-Chlorophe
  • (R)-2-((tert-Butoxycarbonyl)amino)-3-(2-chlorophenyl)propanoicacid
  • Boc-D-Phe(2-Cl)-OH, >=98.0% (TLC)
  • Boc-2-chloro-D-phenylalanine
  • BOC-D-2-CLPHE
  • AKOS016842830
  • 80102-23-4
  • PS-12130
  • EN300-3367021
  • (2R)-2-{[(tert-butoxy)carbonyl]amino}-3-(2-chlorophenyl)propanoic acid
  • MFCD00801056
  • CS-W009959
  • D-Phenylalanine, 2-chloro-N-[(1,1-dimethylethoxy)carbonyl]-
  • SCHEMBL3485116
  • N-(tert-butoxycarbonyl)-2-chloro-D-phenylalanine
  • AM82736
  • (2R)-3-(2-chlorophenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
  • (R)-2-(TERT-BUTOXYCARBONYLAMINO)-3-(2-CHLOROPHENYL)PROPANOIC ACID
  • TUUQJNHCVFJMPU-LLVKDONJSA-N
  • N-Boc-2-chloro-D-phenylalanine
  • Boc-D-2-Chlorophenylalanine
  • Boc-D-Phe(2-Cl)-OH
  • BOC-D-Phe(2-Cl)-OH
  • tert-Butoxycarbonyl-D-2-chlorophenylalanine
  • 4-BroMophenethylaMine
  • Boc-L-phe(2-Cl)-OH
  • KSC916S4B

MDL Number

MFCD00801056

Customs Code

2924299090

FAQ

What are the physical and chemical properties of 2-Chloro-N-{[(2-methyl-2-propanyl)oxy]carbonyl}-D-phenylalanine (CAS: 80102-23-4)?

2-Chloro-N-{[(2-methyl-2-propanyl)oxy]carbonyl}-D-phenylalanine is a crystalline solid with a molecular weight of approximately 278.24 g/mol. It has a solubility of 0.28 mg/mL in water. The compound is moderately reactive, particularly with nucleophiles. It is stable under normal conditions but should be stored in a cool, dry place away from direct sunlight.

How is 2-Chloro-N-{[(2-methyl-2-propanyl)oxy]carbonyl}-D-phenylalanine (CAS: 80102-23-4) typically synthesized?

2-Chloro-N-{[(2-methyl-2-propanyl)oxy]carbonyl}-D-phenylalanine is synthesized via a multi-step process. Typically, the synthesis involves the protection of the phenylalanine hydroxyl group, followed by chlorination, and then deprotection. Common reagents include chlorinating agents and protecting groups. The yield is around 75-80%, and the selectivity is high.

What industries use 2-Chloro-N-{[(2-methyl-2-propanyl)oxy]carbonyl}-D-phenylalanine (CAS: 80102-23-4)?

2-Chloro-N-{[(2-methyl-2-propanyl)oxy]carbonyl}-D-phenylalanine is used in the pharmaceutical industry for the development of certain chiral intermediates and APIs. It is also utilized in the research and development of materials for sensors, semiconductors, and other specialized applications.

What precautions should be taken when handling 2-Chloro-N-{[(2-methyl-2-propanyl)oxy]carbonyl}-D-phenylalanine (CAS: 80102-23-4)?

When handling 2-Chloro-N-{[(2-methyl-2-propanyl)oxy]carbonyl}-D-phenylalanine (CAS: 80102-23-4), it is important to use appropriate personal protective equipment (PPE) such as gloves and goggles. Store the compound in a cool, dry place away from direct sunlight and flammable materials. Use a fume hood during handling. In case of spill, neutralize with an appropriate neutralizing agent and dispose of according to local regulations. Refer to the material safety data sheet (MSDS) for detailed information.

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