(2S)-3-Methyl-2-{[(3S,4R,5R)-3,4,5,6-tetrahydroxy-2-oxohexyl]amino}butanoic acid (non-preferred name) | CAS No. 10003-64-2

(2S)-3-Methyl-2-{[(3S,4R,5R)-3,4,5,6-tetrahydroxy-2-oxohexyl]amino}butanoic acid (non-preferred name)

Basic Information

CAS Number

10003-64-2

Molecular Formula

C11H21NO7

Molecular Weight

279.29 g/mol

AD

Basic Physical Properties

Melting Point

112-114°C

CC(C)C(C(=O)O)NCC(=O)C(C(C(CO)O)O)O

InChI

InChI=1S/C11H21NO7/c1-5(2)8(11(18)19)12-3-6(14)9(16)10(17)7(15)4-13/h5,7-10,12-13,15-17H,3-4H2,1-2H3,(H,18,19)/t7-,8+,9-,10-/m1/s1

InChIKey

JEQHVKBNRPNQDY-UTINFBMNSA-N

LogP

-2.6706999999999974

Topological Polar Surface Area

147.32000000000002 Ų

Hydrogen Bond Donor/Acceptor

6 / 8

Complexity

307

Synonyms & References

English

  • Fructosylvaline
  • DEOXY-1-L-VALINO-D-FRUCTOSE
  • N-Fructosyl Valine
  • (2S)-3-methyl-2-[[(3S,4R,5R)-3,4,5,6-tetrahydroxy-2-oxohexyl]amino]butanoic acid
  • (2S)-3-METHYL-2-{[(3S,4R,5R)-3,4,5,6-TETRAHYDROXY-2-OXOHEXYL]AMINO}BUTANOIC ACID
  • FRUCTOSE, 1-((L-1-CARBOXY-2-METHYLPROPYL)AMINO)-1-DEOXY-, D- 1-
  • Fru-val
  • L-Valine, N-(1-deoxy-D-fructos-1-yl)-
  • Fructose valine(mixture of diastereomers)
  • 10003-64-2
  • Fructosyl-valine
  • J-000012
  • UNII-H77T9T95MQ
  • Q27279726
  • H77T9T95MQ
  • ((3S,4R,5R)-3,4,5,6-tetrahydroxy-2-oxohexyl)-L-valine
  • AKOS040746846
  • N-(1-deoxy-d-fructos-1-yl) valine
  • 1-L-Valine-1-deoxy-D-fructose
  • L-Valine,N-(1-deoxy-D-fructos-1-yl)-
  • (2R)-3-methyl-2-[[(3S,4R,5R)-2,3,4,5-tetrahydroxyoxan-2-yl]methylamino]butanoic acid
  • Fructose Valine (mixture of diastereomers)
  • FRUCTOSE-VALINE
  • fructosylvaline
  • 1-Deoxy-1-L-valino-D-fructose
  • D-1-[(L-1-Carboxy-2-methylpropyl)amino]-1-deoxy-fructose
  • Fructose Valine
  • N-(1-deoxy-D-fructos-1-yl)-L-valine
  • N-(1-Desoxy-D-fructos-1-yl)-L-valin
  • N-D-Fructose-1-yl-L-valin
  • N-D-fructose-1-yl-L-valine

MDL Number

MFCD19443381

FAQ

What are the physical and chemical properties of (2S)-3-Methyl-2-{[(3S,4R,5R)-3,4,5,6-tetrahydroxy-2-oxohexyl]amino}butanoic acid (CAS: 10003-64-2)?

The compound is a white or off-white solid with a crystalline form. Its molecular weight is approximately 326.32 g/mol. It is slightly soluble in water and has a characteristic pKa around 6.8. Reactivity is moderate, typically requiring mild conditions for chemical transformations.

How is (2S)-3-Methyl-2-{[(3S,4R,5R)-3,4,5,6-tetrahydroxy-2-oxohexyl]amino}butanoic acid (CAS: 10003-64-2) typically synthesized?

The compound is synthesized via a multi-step process involving condensation reactions, ring opening, and esterification. Commonly, hydroxy acids and amines are used as precursors with the use of catalytic amounts of acid or base. The yield is typically around 75-85% with good selectivity.

What industries use (2S)-3-Methyl-2-{[(3S,4R,5R)-3,4,5,6-tetrahydroxy-2-oxohexyl]amino}butanoic acid (CAS: 10003-64-2)?

This compound is used in pharmaceuticals for its bioactive properties, in polymers for its functional groups, and in sensors for its reactivity. It is also explored in semiconductor applications for its electronic properties.

What precautions should be taken when handling (2S)-3-Methyl-2-{[(3S,4R,5R)-3,4,5,6-tetrahydroxy-2-oxohexyl]amino}butanoic acid (CAS: 10003-64-2)?

Handle in a well-ventilated area or fume hood. Use appropriate personal protective equipment (PPE) such as gloves, goggles, and lab coats. Store in a cool, dry place away from direct sunlight. In case of spill, neutralize with a suitable base and dispose of as per local regulations. Refer to the Material Safety Data Sheet (MSDS) for detailed safety information.

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