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[ CAS No. 27912-85-2 ]

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2D
Chemical Structure| 27912-85-2
Chemical Structure| 27912-85-2
Structure of 27912-85-2 *Storage: {[proInfo.prStorage]}

Quality Control of [ 27912-85-2 ]

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Related Doc. of [ 27912-85-2 ]

SDS

Product Details of [ 27912-85-2 ]

CAS No. :27912-85-2MDL No. :MFCD09951713
Formula :C10H12O3Boiling Point :313.9±25.0°C at 760 mmHg
Linear Structure Formula :-InChI Key :N/A
M.W :180.20Pubchem ID :15608813
Synonyms :

Computed Properties of [ 27912-85-2 ]

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

Safety of [ 27912-85-2 ]

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

Application In Synthesis of [ 27912-85-2 ]

  • Downstream synthetic route of [ 27912-85-2 ]

[ 27912-85-2 ] Synthesis Path-Downstream   1~10

  • 1
  • [ 98689-60-2 ]
  • [ 27912-85-2 ]
  • β-Benzyloxypropionic acid [ No CAS ]
  • 3
  • [ 27912-85-2 ]
  • [ 172603-71-3 ]
  • [ 329791-50-6 ]
  • 4
  • [ 20881-87-2 ]
  • [ 27912-85-2 ]
  • methyl 4,6-dideoxy-4-(3-benzyloxypropanamido)-α-D-mannopyranoside [ No CAS ]
  • 5
  • [ 27912-85-2 ]
  • [ 17460-45-6 ]
  • [ 329950-05-2 ]
YieldReaction ConditionsOperation in experiment
Preparation 57 3-(Benzyloxy)propanoic Acid Sodium metal (249 mg, 10.8 mmol) was added to benzyl alcohol (30 g, 278 mmol) at room temperature under nitrogen and the reaction was stirred for 30 minutes. Methyl acrylate (25.9 ml, 259 mmol) was then added dropwise and the reaction was stirred at room temperature for 18 h. After quenching with saturated aqueous ammonium chloride solution (200 ml) the mixture was extracted with ethyl acetate (2*300 ml) and the combined organic extracts were washed with brine (100 ml), dried over magnesium sulphate and concentrated under reduced pressure. The residual oil was dissolved in ethanol (300 ml) and 1M aqueous sodium hydroxide solution (300 ml) was added dropwise. After 3 hours the ethanol was removed under reduced pressure and the aqueous residue was washed with dichloromethane (200 ml). The aqueous phase was then acidified with 2N aqueous hydrochloric acid (150 ml), extracted with dichloromethane (2*250 ml) and the combined organic extracts were dried over magnesium sulphate and concentrated under reduced pressure. The residual oil was dissolved in 10% aqueous potassium carbonate solution (300 ml), washed with diethylether (300 ml) and the aqueous phase was acidified to pH 1 using concentrated hydrochloric acid. The mixture was then extracted with dichloromethane (2*300 ml) and the combined organic extracts were dried over magnesium sulphate and concentrated under reduced pressure to provide the title compound (44.4 g) as a colourless oil. 1H NMR (300 MHz, CDCl3): delta=2.67 (t, 2H), 3.89 (t, 2H), 4.58 (s, 2H), 7.18 (m, 5H).
(a) Preparation of <strong>[27912-85-2]3-benzyloxypropionic acid</strong> (Chart II, VII R1 =H) Benzyl alcohol (20 ml) is added to 80% sodium hydride (0.9 g) placed in a dry 2-1 5-necked flask equipped with a mechanical stirrer, a condenser, a thermometer, a dropping funnel and an Argon inlet tube and the mixture is stirred slowly until the development of hydrogen ceases. Then, freshly distilled toluene (60 ml) is added, after which methyl acrylate (20 ml) is added dropwise into the obtained solution over a period of about 5 minutes, keeping the temperature at about 35-37 C. A mixture of benzyl alcohol (84 ml) and methyl acrylate (80.6 ml) is then added drop by drop to the stirred solution over a period of 20-30 minutes, and stirring is continued for additional 20 minutes. Once the reaction, which is monitored by gas chromatography, is completed, 4N KOH (500 ml) is added and the mixture is stirred at room temperature for 2 hours. Then, 8% HCl (420 ml) is added keeping the temperature at about 20-25 C. and the mixture is extracted with methylene chloride (200 ml plus four 50-ml portions). The mother liquors are acidified with 37% HCl (102 ml) to reach a pH of about 2.5 and extracted again with toluene (200 ml plus three 100 ml portions) The toluene extracts are combined, dried over Na2 SO4, and concentrated to dryness yielding an oily residue of <strong>[27912-85-2]3-benzyloxypropionic acid</strong> (100 g) which is employed as such in the next step.
  • 8
  • [ 27912-85-2 ]
  • 3-(Benzyloxy)-1-(2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-1-yl)propane-1-thione [ No CAS ]
  • 9
  • [ 27912-85-2 ]
  • (2S,3R)-2-((benzyloxy)methyl)-1-(2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-1-yl)-3-hydroxy-5-phenylpentane-1-thione [ No CAS ]
  • 2-((benzyloxy)methyl)-1-(2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-1-yl)-3-hydroxy-5-phenylpentane-1-thione [ No CAS ]
  • 10
  • [ 10592-27-5 ]
  • [ 27912-85-2 ]
  • 3-(benzyloxy)-1-(2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-1-yl)propane-1-one [ No CAS ]
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