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Chemical Structure| 7284-37-9 Chemical Structure| 7284-37-9

Structure of β-D-Glucopyranosyl amine
CAS No.: 7284-37-9

Chemical Structure| 7284-37-9

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Product Details of [ 7284-37-9 ]

CAS No. :7284-37-9
Formula : C6H13NO5
M.W : 179.17
SMILES Code : O[C@H]1[C@H](N)O[C@H](CO)[C@@H](O)[C@@H]1O
MDL No. :MFCD00069837
InChI Key :WCWOEQFAYSXBRK-VFUOTHLCSA-N
Pubchem ID :193433

Safety of [ 7284-37-9 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319
Precautionary Statements:P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362

Application In Synthesis of [ 7284-37-9 ]

* 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 [ 7284-37-9 ]

[ 7284-37-9 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 7284-37-9 ]
  • [ 20806-43-3 ]
  • N-(N-benzyloxycarbonyl-O-benzyl-L-seryl)-β-D-glucopyranosylamine [ No CAS ]
YieldReaction ConditionsOperation in experiment
30% N-benzyloxycarbonyl-O-benzyl-L-serine (Z-Ser(OBn)) (1.21 g, 3.67 mmol) was dissolved in tetrahydrofuran (6 ml) at room temperature, and the mixture was cooled in an ice bath. To this solution were added triethylamine (1.04 ml, 7.5 mmol) and isobutyl chloroformate (0.72 ml, 5.6 mmol) and the mixture was stirred for 30 min. Then, D-glucopyranosylamine (991 mg, 5.5 mmol) was dissolved in water (6 ml) and added, and the mixture was warmed to room temperature and stirred for 16 hr. The reaction solution was concentrated under reduced pressure, and the residue was purified by ODS column chromatography (gradient; methanol:water=19:81?50:50) to give Z-Ser(OBn)-Glc (535 mg, 1.09 mmol, yield 30%) as a white powder. 1H-NMR (400 MHz, CD3OD) delta: 3.20-3.49 (m, 4H), 3.68 (dd, 1H, J=4.8 Hz, 11.9 Hz), 3.75 (d, 2H, J=5.5 Hz), 3.84 (dd, 1H, J=2.0 Hz, 11.9 Hz), 4.44 (t, 1H, J=5.5 Hz), 4.56 (s, 2H), 4.94 (d, 1H, J=9.0 Hz), 5.10 (d, 1H, J=12.3 Hz), 5.15 (d, 1H, J=12.3 Hz), 7.22-7.41 (m, 4H). ESIMS (m/z): 513.1 ([M+Na]+), 529.0 ([M+K]+).
 

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