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Chemical Structure| 87727-28-4 Chemical Structure| 87727-28-4

Structure of 87727-28-4

Chemical Structure| 87727-28-4

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Product Details of [ 87727-28-4 ]

CAS No. :87727-28-4
Formula : C9H20O2Si
M.W : 188.34
SMILES Code : C[C@H](O[Si](C)(C)C(C)(C)C)C=O
MDL No. :MFCD11501227
InChI Key :YMIIHJBTQLZXBV-QMMMGPOBSA-N
Pubchem ID :10954305

Safety of [ 87727-28-4 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H225-H315-H319-H335
Precautionary Statements:P210-P240-P241-P242-P243-P261-P264-P271-P280-P302+P352-P303+P361+P353-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362-P370+P378-P403+P233-P403+P235-P405-P501
Class:3
UN#:1993
Packing Group:

Application In Synthesis of [ 87727-28-4 ]

* 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 [ 87727-28-4 ]

[ 87727-28-4 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 87727-28-4 ]
  • [ 176839-76-2 ]
  • [ 173604-33-6 ]
  • [ 192823-94-2 ]
  • [ 192823-98-6 ]
  • (3S,4R,5S)-3-((R)-4-Benzhydryl-2-oxo-oxazolidine-3-carbonyl)-5-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-hexanoic acid methyl ester [ No CAS ]
  • 2
  • [ 87727-28-4 ]
  • [ 2605-68-7 ]
  • (S,E)-methyl 4-((tert-butyldimethylsilyl)oxy)-2-methylpent-2-enoate [ No CAS ]
YieldReaction ConditionsOperation in experiment
75% In dichloromethane; at 0 - 20℃; for 13h;Inert atmosphere; Sodium hydroxide aq. (1 M, 6.9 mL, 6.9 mmol) was added to a solution of carbomethoxy methyltriphenylphosphonium bromide (1.72 g, 4.01 mmol) and CH2Cl2 (10 mL) at room temperature. After stirringfor 20 min at room temperature, the solution was extracted with CH2Cl2 (2x 10 mL), washed with saturatedaqueous NH4Cl (10 mL) and brine (10 mL), dried over Na2SO4 and concentrated. The resulting ylide was usedwithout further purification.A solution of the ylide and CH2Cl2 (10 mL) was added to a solution of aldehyde 492 (504 mg, 2.68 mmol)and CH2Cl2 (17 mL) at 0 C. The solution was allowed to warm to room temperature, stirred at room temperaturefor 13 h, and concentrated. The residue was purified by silica gel column chromatography (EtOAc/hexane 1:40)to give 519 mg of 50 (75%): a colorless oil; []26D 0.1 (c 1.07, CHCl3); IR (film) 2955, 2931, 2891, 2858,1721, 1253, 1072, 833 cm1; 1H NMR (500 MHz, CDCl3) 6.68 (dq, J = 8.0, 1.2 Hz, 1H), 4.61 (dq, J = 8.0, 6.6Hz, 1H), 3.74 (s, 3H), 1.83 (d, J = 1.2 Hz, 3H), 1.22 (d, J = 6.6 Hz, 3H), 0.88 (s, 9H), 0.05 (s, 3H), 0.03 (s, 3H);13C NMR (125 MHz, CDCl3) 168.8 (C), 146.2 (CH), 125.3 (C), 66.0 (CH), 52.0 (CH3), 26.0 (CH3), 23.5 (CH3),18.3 (C), 12.7 (CH3), 4.5 (CH3), 4.6 (CH3); HRMS (ESI), calcd for C13H26O3NaSi+ (M+Na)+ 281.1549, found281.1557.
 

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