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Chemical Structure| 25581-41-3 Chemical Structure| 25581-41-3
Chemical Structure| 25581-41-3

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2,3-O-Isopropylidene-D-erythronolactone is an organic compound that finds utility in life sciences research, particularly in the synthesis and modification of glycosides.

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Product Details of 2,3-O-Isopropylidene-D-erythronolactone

CAS No. :25581-41-3
Formula : C7H10O4
M.W : 158.15
SMILES Code : O=C1OC[C@]2([H])[C@@]1([H])OC(C)(C)O2
MDL No. :MFCD00134440
InChI Key :WHPSMBYLYRPVGU-RFZPGFLSSA-N
Pubchem ID :386843

Safety of 2,3-O-Isopropylidene-D-erythronolactone

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

Application In Synthesis of 2,3-O-Isopropylidene-D-erythronolactone

* 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 [ 25581-41-3 ]

[ 25581-41-3 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 25581-41-3 ]
  • [ 75-16-1 ]
  • [ 850359-46-5 ]
  • [ 492-30-8 ]
  • [ 53008-90-5 ]
  • 2
  • [ 25581-41-3 ]
  • [ 98121-41-6 ]
  • (4R,5R)-N-(5,6-dichloropyridin-3-yl)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolane-4-carboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
41% To a solution of <strong>[98121-41-6]5,6-dichloropyridin-3-amine</strong> (37) (1.8 g, 11.0 mmol) in THF (6.0 ml) was dropwise added EtMgBr (1.0 M in THF) (14.3 ml, 14.3 mmol) via a droping funnel -78 C. under nitrogen to produce a tan solution. After being stirred for 20 min, the temperature of the reaction mixture was risen up to 0 C. The reaction mixture was stirred for additional 10 min and dropwise added (3aR,6aR)-2,2-dimethyldihydrofuro[3,4-d][1,3]dioxol-4 (3aH)-one (1.663 ml, 19.22 mmol) in THF (6 ml) at -78 C. Then after being stirred for 1 hr, the reaction mixture was quenched with 10% citric acid and diluted with ethyl acetate. The resulting organic layer was separated and the aqueous layer was extracted with ethyl acetate, the combined organic layers were washed with brine, dried over Na2SO4 and concentrated in vacuo. The crude product was chromatographed on silica gel eluting with a gradient of ethyl acetate (30-50%)/hexanes to afford 1.45 g of the desired product (38) in 41% yield as a brown oil. (0781) 1H-NMR (DMSO-d6) delta: 10.09 (1H, s), 8.61 (1H, s), 8.43 (1H, s), 4.77 (1H, br), 4.70 (1H, d, J=7.58 Hz), 4.43 (1H, m), 3.58 (1H, m), 3.45 (1H, m), 1.55 (3H, s), 1.36 (3H, s). (0782) LC/MS (M+1): 321.
  • 3
  • [ 25581-41-3 ]
  • [ 98121-41-6 ]
  • (3aR,6aR)-5-(5,6-dichloropyridin-3-yl)-2,2-dimethyldihydro-3aH-[1,3]dioxolo[4,5-c]pyrrol-4(5H)-one [ No CAS ]
 

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