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Chemical Structure| 60538-15-0 Chemical Structure| 60538-15-0

Structure of H-D-Thr-OMe·HCl
CAS No.: 60538-15-0

Chemical Structure| 60538-15-0

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Product Details of [ 60538-15-0 ]

CAS No. :60538-15-0
Formula : C5H12ClNO3
M.W : 169.61
SMILES Code : Cl.COC(=O)[C@H](N)[C@H](C)O
MDL No. :MFCD00237276
InChI Key :OZSJLLVVZFTDEY-RFKZQXLXSA-N
Pubchem ID :45357980

Safety of [ 60538-15-0 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 60538-15-0 ]

* 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 [ 60538-15-0 ]

[ 60538-15-0 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 13734-31-1 ]
  • [ 60538-15-0 ]
  • [ 1005766-15-3 ]
  • 2
  • [ 16870-28-3 ]
  • [ 60538-15-0 ]
  • (2R,3S)-methyl 3-hydroxy-2-(2-hydroxy-4-iodobenzamido)butanoate [ No CAS ]
YieldReaction ConditionsOperation in experiment
70% To a suspension of D-Threonine methyl ester·HCl ((2S,3R)-methyl 2-amino-3-hydroxybutanoate) 70 (1.75 g, 9.61 mmol) in DCM (70 ml), triethylamine (0.97 g, 9.61 mmol, 1.33 ml) was added. The reaction mixture was stirred at RT for 10 min and 4-iodo salicylic acid (<strong>[16870-28-3]2-hydroxy-4-iodobenzoic acid</strong>) 60 (2.45 g, 9.28 mmol) was added. The solution was evaporated by vacuum and re-dissolved in DCM (130 ml). the reaction mixture was cooled to 0 C. and HOBt (125 mg, 0.928 mmol) and DCC (2.39 g, 11.6 mmol) were added. The reaction mixture was stirred overnight at RT and a precipitate of DCU was formed, which was filtered off. The filtrate was evaporated in vacuum and treated with EA (100 ml) and precipitate was filtered off. The organic solution was washed with water (20 ml), saturated NaHCO3 (40 ml), 5% citric acid (40 ml), water (40 ml) and brine (40 ml) and dried over Na2SO4. The organic solvent was evaporated in vacuum to obtain 3.8 g of red oil. The crude product was purified by flash chromatography: SiO2 (80 ml), CHCl3:Hexane (2:1), CHCl3, 2% MeOH in CHCl3, to obtain 2.46 g of the title compound. Yield: 70%.
 

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