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[ CAS No. 21193-75-9 ]

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2D
Chemical Structure| 21193-75-9
Chemical Structure| 21193-75-9
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Product Details of [ 21193-75-9 ]

CAS No. :21193-75-9MDL No. :MFCD00038067
Formula : C6H10O4 Boiling Point : 325.5°C at 760 mmHg
Linear Structure Formula :-InChI Key :N/A
M.W :146.14Pubchem ID :2734735
Synonyms :

1. D-Galactal

Computed Properties of [ 21193-75-9 ]

TPSA : - H-Bond Acceptor Count : -
XLogP3 : - H-Bond Donor Count : -
SP3 : - Rotatable Bond Count : -

Safety of [ 21193-75-9 ]

Signal Word:WarningClass:N/A
Precautionary Statements:P261-P305+P351+P338UN#:N/A
Hazard Statements:H315-H319-H335Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 21193-75-9 ]

  • Downstream synthetic route of [ 21193-75-9 ]

[ 21193-75-9 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 100-39-0 ]
  • [ 21193-75-9 ]
  • [ 80040-79-5 ]
YieldReaction ConditionsOperation in experiment
92.3% General procedure: To a solution of d-glucal (1.46g, 10mmol) in dry THF (20ml) was added NaH (1.44g, 60wt% dispersion in mineral oil, 36mmol) and tetrabutylammonium iodide (TBAI) at room temperature. The suspension was stirred for 30min then cooled in an ice-bath. Benzyl bromide (4.4ml, 36mmol) was added dropwise over a 5-min period, and after 10min the ice bath was removed. The reaction mixture was stirred overnight. Then 10ml of methanol was added slowly to dispose the excess NaH. The solvents were removed under reduced pressure at 35C. The residue was then dissolved in 200ml of dichloromethane (DCM) and washed with water and brine respectively. Then the mixture was dried over anhydrous MgSO4. Removal of MgSO4 was carried on, and the filtrate was evaporated to give a yellow oil, which solidified to a yellow solid after submitted to high vacuum overnight. Further purification by column chromatography (silica gel, EtOAc/Petroleum ether=1:20, V:V) gave 1-3S as a colorless semisolid (4.05g, 98.8%).
62% A solution of D-galactal (2.00 g, 13.7 mmol) in DMF (80 mL) was cooled to 0 C, then treated with sodium hydride (2.13 g, 53.2 mmol). The solution was stirred at 0 C for 30 minutes, then treated with benzyl bromide (5.6 mL, 47 mmol) and allowed to warm to room temperature. After 19 hours, 8the solution was diluted with water (40 mL) and the product extracted with diethyl ether (3 x 100mL). The organic fractions were combined, dried, filtered and concentrated to provide the crude product as a concentrated solution in DMF. Purification by column chromatography (9:1hexanes:ethyl acetate) afforded 5 (3.53 g, 62%) as a white solid. The spectral data matched those reported previously.4
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