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Chemical Structure| 1447146-88-4 Chemical Structure| 1447146-88-4

Structure of 1447146-88-4

Chemical Structure| 1447146-88-4

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Product Details of [ 1447146-88-4 ]

CAS No. :1447146-88-4
Formula : C20H39NO2Si2
M.W : 381.70
SMILES Code : NC1=C(C=CC=C1CO[Si](C(C)(C)C)(C)C)CO[Si](C(C)(C)C)(C)C
MDL No. :MFCD28400601

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Application In Synthesis of [ 1447146-88-4 ]

* 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 [ 1447146-88-4 ]

[ 1447146-88-4 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 75-44-5 ]
  • [ 1447146-88-4 ]
  • [ 302348-51-2 ]
  • [ 1447146-92-0 ]
YieldReaction ConditionsOperation in experiment
60% To a dried flask, phosgene (20percent in toluene, 20 mL, 38 mmol) was added under nitrogen followed by dropwise addition of 2,6-bis((tert-butyldimethylsilyloxy)methyl)aniline (1.43 g, 3.75 mmol) in 10 mL of toluene. The reaction mixture was stirred for 30 min at reflux and monitored by TLC. Afier 1 h, the solvent was removed under reduced pressure. 4-(Hydroxymethyl)phenylboronic acid pinacol ester (1.0 g, 4.4 mmol) in toluene (10 mL) was added, followed by DBTL(100 mL, 0.163 mmol). The reaction mixture was heated to reflux (110° C) for 1 h. The solvent was removed under reduced pressure. The crude product was purified by silica gel column chromatography (EtOAc/ Hex, 1:6) to give 4-(4,4,5,5-tetramethyl-l ,3,2-dioxaborolan- 2-yl)benzyl 2,6-bis((tert-butyldimethylsilyloxy)methyl)phenylcarbamate (1.5 g, yield 60percent) as a white solid. 1H NMR (CDC13, 500 MHz): ? 7.83 (d, J=7.8 Hz, 2H, B?Ar?H), 7.38 (dd, J=7.8 Hz, 2H, OCH2?Ar?--H), 7.30-7.19 (m, 3H,CONH?Ar?--H), 5.22 (s, 2H, NHCOO-CH2-Ph), 4.70 (s,4H, SiO-CH2-Ph), 1.37 (s, 12H, (CH3)2?CC?---(CH3)2),1.02-0.84 (m, 18H, (CH3)3-CSi), 0.09 (s, 12H, (CH3)2-Si). ESI-MS (low resolution, positive mode): calculated for CH7BNO6Si, mlz, 642.3 [M+H]+. found 642.3 [M+H]+.
 

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