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[ CAS No. 3556-86-3 ] {[proInfo.proName]}

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Chemical Structure| 3556-86-3
Chemical Structure| 3556-86-3
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Product Details of [ 3556-86-3 ]

CAS No. :3556-86-3 MDL No. :MFCD00213808
Formula : C9H10O3 Boiling Point : No data available
Linear Structure Formula :- InChI Key :GCSINTLJUNXLLU-UHFFFAOYSA-N
M.W : 166.17 Pubchem ID :354091
Synonyms :

Safety of [ 3556-86-3 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P301+P312-P302+P352-P304+P340-P305+P351+P338 UN#:
Hazard Statements:H302-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 3556-86-3 ]

* 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 [ 3556-86-3 ]

[ 3556-86-3 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 34107-46-5 ]
  • [ 3556-86-3 ]
  • C16H17NO3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
31% With di-isopropyl azodicarboxylate; triphenylphosphine; In dichloromethane; at 20℃; for 16h; To a solution of 90 (5.0 g, 3.31 mmol) in THE was cooled to -78C, followed by addition of LAH solution (2M in THE, 4.13 mL, 8.27 mmol) slowly. The resulting mixture was stirred at -78C for 1 h. After completion of reaction (TLC monitoring), water (4.0mL) and 15% NaOH solution (4 mL) were added slowly. The resulting reaction mixture was filtered through Celite and washed with EtOAc (2 times). The organic layer was dried over anhydrous Na2SO4, filtered, and concentrated under reduce pressure to yield 91(3.5 g, 87%) as a light yellowish liquid. 1H-NMR (400 MHz, DMSO-d6): oe 8.36 (s,1H), 7.58 (d, J=8.0 Hz, 1H), 7.18 (d, J=8.0 Hz, 1H), 5.21 (t, J= 5.6 Hz, 1H), 4.46 (d,J=5.6 Hz, 2H) and 2.45 (s, 3H). LC-MS: 124.06 (M-H). To an ice-cold solution of 43(1.0 eq) and 91 (1.5 eq) in DCM was added DIAD (3.0 eq) and TPP (3.0 eq). Themixture was stirred at RT for 16h. After completion of reaction, the mixture was dilutedwith water and extracted with DCM (3 times). The combined organics was washed with brine, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The product was purified over silica gel column chromatography, eluting with 10% EtOAc in hexanes to yield 92 (1.3 g, 31%) as a light yellow solid. 1H-NMR (400 MHz,CDCI3): oe 8.59 (5, 1H), 7.64-7.68 (m, 2H), 7.46-7.47 (m, 1H), 7.14-7.18 (m, 2H), 5.10 (5, 2H), 3.85 (5, 3H), 2.58 (5, 3H) and 2.34 (5, 3H). MS: 272.16 (M+H). This material was then converted to 93 using the same conditions as described for 89. Analtyical data for 93: 1H-NMR (400 MHz, DMSO-d6): oe 12.90 (br s, 1H), 8.88 (5, 1H), 8.55 (5, 1H), 7.76-7.77 (m, 1H), 7.54 (5, 1H), 7.46 (d, J=7.6 Hz, 1H), 7.28 (d, J=7.6 Hz, 1H),5.17 (5, 2H), 2.47 (5, 3H) and 2.22 (5, 3H). LC-MS: 258.14 (M+H).
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