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Chemical Structure| 19728-63-3 Chemical Structure| 19728-63-3
Chemical Structure| 19728-63-3

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Cbz-Thr-OH is a protective threonine derivative, commonly used in peptide synthesis.

Synonyms: N-Cbz-L-Threonine

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Product Details of Cbz-Thr-OH

CAS No. :19728-63-3
Formula : C12H15NO5
M.W : 253.25
SMILES Code : C[C@@H](O)[C@H](NC(OCC1=CC=CC=C1)=O)C(O)=O
Synonyms :
N-Cbz-L-Threonine
MDL No. :MFCD00065948
InChI Key :IPJUIRDNBFZGQN-SCZZXKLOSA-N
Pubchem ID :88217

Safety of Cbz-Thr-OH

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

Application In Synthesis of Cbz-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 [ 19728-63-3 ]

[ 19728-63-3 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 19728-63-3 ]
  • [ 100-39-0 ]
  • [ 84500-41-4 ]
YieldReaction ConditionsOperation in experiment
1.149 g A solution of (2S,3R)-2-benzyloxycarbonylamino-3-hydroxybutanoic acid (1.0g, 4.0mmol) in DMF (15.0mL) and deionized water (5.0mL) was treated with cesium carbonate (644.5mg, 2.0mmol), stirred for 30min, concentrated, and then azeotropically dried with toluene (3×10mL). A solution of benzyl bromide (0.71mL, 5.9mmol) in DMF (10.0mL) was then added. After 24h, water (15mL) was added, and the mixture was extracted with ethyl acetate (2×30mL). The organic extract was dried over anhydrous sodium sulfate and concentrated. The residue was purified by flash column chromatography, eluting with 1:3 ethyl acetate/hexane, to give 36 (1.149g, 84% yield) as a white powder: 1H NMR (400MHz, CDCl3) delta 7.26-7.35 (m, 10H), 5.60 (d, 1H, J=8.7Hz), 5.17-5.24 (m, 2H), 5.13 (s, 2H), 4.37-4.39 (m, 2H), 1.97 (broad, 1H), 1.63 (broad, 1H), 1.23 (d, 1H, J=6.3Hz); 13C NMR (125MHz, CDCl3) delta 171.2, 156.9, 136.2, 135.3, 128.6, 128.5, 128.5, 128.2, 128.0, 68.0, 67.4, 67.2, 59.5, 19.9; LC-ESI-MS [M+H]+ calcd for C19H21NO5 344.14, found 344.03.
  • 3
  • [ 78385-26-9 ]
  • [ 19728-63-3 ]
  • [ 206191-46-0 ]
 

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