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Chemical Structure| 28954-12-3 Chemical Structure| 28954-12-3
Chemical Structure| 28954-12-3

H-Allo-Thr-OH

CAS No.: 28954-12-3

L-Allothreonine (H-allo-Thr-OH) is an endogenous metabolite.

Synonyms: L-Allothreonine

4.5 *For Research Use Only !

Cat. No.: A229838 Purity: 97%

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Product Details of H-Allo-Thr-OH

CAS No. :28954-12-3
Formula : C4H9NO3
M.W : 119.12
SMILES Code : N[C@@H]([C@@H](O)C)C(O)=O
Synonyms :
L-Allothreonine
MDL No. :MFCD00064268
InChI Key :AYFVYJQAPQTCCC-HRFVKAFMSA-N
Pubchem ID :99289

Safety of H-Allo-Thr-OH

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of H-Allo-Thr-OH

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 28954-12-3 ]

[ 28954-12-3 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 1070-19-5 ]
  • [ 28954-12-3 ]
  • [ 2592-18-9 ]
  • 2
  • [ 28954-12-3 ]
  • [ 24424-99-5 ]
  • [ 2592-18-9 ]
YieldReaction ConditionsOperation in experiment
304 mg With sodium hydrogencarbonate; In methanol; water; at 0 - 20℃; for 18h; Preparation 43 (2S,3S)-2-((ferf-Butoxycarbonyl)amino)-3-hvdroxybutanoic acid Di-terf-butyldicarbonate (550 mg, 2,52 mmol) was added to a mixture of L-allo- threonine (250 mg, 2.10 mmol) and sodium bicarbonate (529 mg, 6.30 mmol) in methanol (2.5 ml_) and water (2.5 ml_) at 0°C. The reaction mixture was then allowed to warm to room temperature and stirred at room temperature for 18 hours. The reaction mixture was concentrated to remove methanol and the residual aqueous phase was acidified with 6N hydrochloric acid solution (pH 3~ 4), extracted with ether (3x), the organic phases were combined and washed with water and brine, dried over anhydrous sodium sulfate, filtered and concentrated in vacuo, then dried under vacuum for 24 hours to afford the title compound (304 mg) as a white solid. LCMS Rt= 0.36 minutes MS m/z 220 [M+H]+ MS m/z 218 [M-H]-
  • 4
  • [ 28954-12-3 ]
  • [ 34619-03-9 ]
  • [ 2592-18-9 ]
YieldReaction ConditionsOperation in experiment
With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20℃; for 14h; To a mixture of H-allo-THr-OH (5.0 g, 41.98 mmol) and DIEA (10.9 g, 83.96 mmol) in DCM (150 mL) was added di-tert-butyl dicarbonate (13.7 g, 62.97 mmol). After stirring at rt for 14h, the reaction mixture was washedwith3x100 mL DCM. The combined organic layer was dried over MgS04 and conentrated. LC/MS indicated most product stayed in theH20 layer. Thus the water layer was concentrated. The product was purified by a flash column chromatography(Si02, 90: 10 DCM: MeOH) to give Boc-allo-THr-OH ; LC-MS (retention time: 0.727 min. ),MS m/z 242 (MNa+).
 

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