(2S,3R)-2-((tert-Butoxycarbonyl)amino)-3-hydroxy-4-methylpentanoic acid | CAS No. 929198-84-5

(2S,3R)-2-((tert-Butoxycarbonyl)amino)-3-hydroxy-4-methylpentanoic acid

Basic Information

CAS Number

929198-84-5

Molecular Formula

C11H21NO5

Molecular Weight

247.29 g/mol

AD

Basic Physical Properties

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

InChI

InChI=1S/C11H21NO5/c1-6(2)8(13)7(9(14)15)12-10(16)17-11(3,4)5/h6-8,13H,1-5H3,(H,12,16)(H,14,15)/t7-,8+/m0/s1

InChIKey

ISRKGGQOVLQWDW-JGVFFNPUSA-N

LogP

0.9811999999999999

Topological Polar Surface Area

95.85999999999999 Ų

Hydrogen Bond Donor/Acceptor

3 / 6

Complexity

282

Synonyms & References

English

  • (2S,3R)-2-((tert-Butoxycarbonyl)amino)-3-hydroxy-4-methylpentanoic acid
  • Boc-(2S,3R)-2-amino-3-hydroxy-4-methylpentanoic acid
  • (3R)-N-[(1,1-Dimethylethoxy)carbonyl]-3-hydroxy-L-leucine (ACI)
  • L
  • (2S,3R)-2-(tert-butoxycarbonylamino)-3-hydroxy-4-methyl-pentanoic acid
  • 102507-17-5
  • SCHEMBL2367334
  • (2S,3R)-2-[(TERT-BUTOXYCARBONYL)AMINO]-3-HYDROXY-4-METHYLPENTANOIC ACID
  • (2S,3R)-2-{[(tert-butoxy)carbonyl]amino}-3-hydroxy-4-methylpentanoic acid
  • AKOS024465017
  • (2S,3R)-2-((tert-Butoxycarbonyl)amino)-3-hydroxy-4-methylpentanoicacid
  • rel-(3S)-N-[(1,1-Dimethylethoxy)carbonyl]-3-hydroxy-D-leucine
  • 929198-84-5
  • CS-0155180
  • AS-35017
  • MFCD02682584
  • DTXSID001181314
  • (2S,3R)-2-(Boc-amino)-3-hydroxy-4-methylpentanoic acid (Boc-D-Leu(3S-OH)-OH)
  • (2S,3R)-2-(Boc-amino)-3-hydroxy-4-methylpentanoic acid
  • (2S,3R)-3-hydroxy-4-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoic acid
  • DS-018208

MDL Number

MFCD02682584

FAQ

What are the physical and chemical properties of (2S,3R)-2-((tert-Butoxycarbonyl)amino)-3-hydroxy-4-methylpentanoic acid (CAS: 929198-84-5)?

(2S,3R)-2-((tert-Butoxycarbonyl)amino)-3-hydroxy-4-methylpentanoic acid is a white crystalline solid with a molecular weight of approximately 276.38 g/mol. It is sparingly soluble in water and ethanol. Chemically, it is stable under normal conditions but can degrade under basic conditions. It is reactive towards nucleophiles and can form amide bonds under certain conditions.

How is (2S,3R)-2-((tert-Butoxycarbonyl)amino)-3-hydroxy-4-methylpentanoic acid (CAS: 929198-84-5) typically synthesized?

(2S,3R)-2-((tert-Butoxycarbonyl)amino)-3-hydroxy-4-methylpentanoic acid is typically synthesized through the protection of an amino group using tert-butoxycarbonyl chemistry. This involves the reaction of 2-amino-3-hydroxy-4-methylpentanoic acid with tert-butyloxycarbonyl chloride in the presence of a base such as triethylamine. The reaction requires mild conditions and yields a high purity product.

What industries use (2S,3R)-2-((tert-Butoxycarbonyl)amino)-3-hydroxy-4-methylpentanoic acid (CAS: 929198-84-5)?

(2S,3R)-2-((tert-Butoxycarbonyl)amino)-3-hydroxy-4-methylpentanoic acid is primarily used in pharmaceuticals for the synthesis of active pharmaceutical ingredients (APIs). It is also utilized in the preparation of certain polymers and in the development of sensor technologies. Its use in semiconductors is less common due to its molecular structure.

What precautions should be taken when handling (2S,3R)-2-((tert-Butoxycarbonyl)amino)-3-hydroxy-4-methylpentanoic acid (CAS: 929198-84-5)?

When handling (2S,3R)-2-((tert-Butoxycarbonyl)amino)-3-hydroxy-4-methylpentanoic acid, it is important to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood to minimize inhalation risk. Spills should be cleaned up immediately using appropriate absorbent materials and proper disposal methods. Always refer to the material safety data sheet (MSDS) for detailed safety information.

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