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Home > Encyclopedia > L-4'-TETRAHYDROPYRANYLGLYCINE

L-4'-TETRAHYDROPYRANYLGLYCINE

L-4'-TETRAHYDROPYRANYLGLYCINE structure

L-4'-TETRAHYDROPYRANYLGLYCINE 

structure
  • CAS No:

    811842-25-8

  • Formula:

    C7H13NO3

  • Chemical Name:

    L-4'-TETRAHYDROPYRANYLGLYCINE

  • Synonyms:

    (S)-2-Amino-2-(tetrahydro-2H-pyran-4-yl)aceticacid;L-4'-Tetrahydropyranylglycine;REF DUPL: L-4'-Tetrahydropyranylglycine;2H-Pyran-4-acetic acid, .alpha.-aminotetrahydro-, (.alpha.S)-;(S)-a-Aminotetrahydro-2H-pyran-4-acetic acid;(S)-2-Amino-2-(tetrahydro-2H-pyran-4-yl)ethanoic acid

  • Categories:

    Biochemical Engineering  >  Amino Acids and Derivatives

L-4'-TETRAHYDROPYRANYLGLYCINE Basic Attributes

159.184

159.089539

DTXSID30363716

Characteristics

72.6

-2.8

1.2±0.1 g/cm3

316.7°C at 760 mmHg

145.3±20.9 °C

1.505

Safety Information

3261

8

L-4'-TETRAHYDROPYRANYLGLYCINE Use and Manufacturing

0.4 g of the keto acid crude product was added to 5 mL of Iso-Propyl Alcohol (IPA), 0.58 g of a sodium methylate solution having a concentration of 28% was dropwise added and stired for 5 min in an ice bath and then suction filtration was performed to obtain 0.5 g of an almost white solid; the almost white solid was added to a 50 mL Erlenmeyer flask, 2.5 mL of pure water and 0.26 g of ammonium formate were added, the pH was regulated to 8.0 to 8.5 with strong ammonia, then 4 mL of a crude enzyme mixed solution having a leucine dehydrogenase with a specific enzyme activity of 60 U/ml and a formate dehydrogenase with a specific enzyme activity of 20 U/ml, and 18.4 g of beta-NAD+ were added, reaction was performed overnight at a constant temperature of 30 C. The pH value of the system was regulated to pH<1 with 1 mL of concentrated hydrochloric acid, the system was passed through diatomite and suction filtration was performed, the pH value of an obtained filtrate was regulated to 5 to 6 with solid NaOH in an ice bath, and the filtrate with the pH value of 5 to 6 was passed through a strong acid cation exchange resin to purify a product to obtain an almost white solid, ee>99%. IH MR(400 MHz, D2O): delta3.99 (t, 2H), 3.44(t, 2H), 3.00 (d, 1H), 1.75(m, 1H), 1.57 (m, 2H), 1.33 (m, 2H).To

Computed Properties

Molecular Weight:159.18
XLogP3:-2.8
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:159.08954328
Monoisotopic Mass:159.08954328
Topological Polar Surface Area:72.6
Heavy Atom Count:11
Complexity:143
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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