CAS RN: 112022-81-8 | Product Number: D2131
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|Purity / Analysis Method||>98.0%(T)|
|Molecular Formula / Molecular Weight||C__1__8H__2__0BNO = 277.17|
|Physical State (20 deg.C)||Solid|
|Store Under Inert Gas||Store under inert gas|
|Condition to Avoid||Moisture Sensitive,Heat Sensitive|
|Reaxys Registry Number||8492123|
|PubChem Substance ID||87568575|
|Appearance||White to Almost white powder to crystal|
|Purity(GC)||min. 95.0 %|
|Purity(Nonaqueous Titration)||min. 98.0 %|
|Specific rotation [a]20/D||-66.0 to -73.0 deg(C=1, MeOH)|
|Specific Rotation||-68° (C=1,MeOH)|
|Solubility (slightly sol. in)||Methanol|
A freshly prepared solution of 0.5 M dimethyl sulfide borane in toluene (48 µL, 0.024 mmol) is added to a solution of 1 (4.5 mg, 0.012 mmol) and 0.05 M (S)-Me-CBS catalyst in toluene (470 µL, 0.024 mmol) at -78 °C under N2 atmosphere. After the mixture is stirred for 15 h at -30 ℃, methanol (100 µL) is added, followed by water (0.5 mL) and Et2O (2 mL), and the mixture is warmed to 23 ℃. Water (10 mL) and Et2O (10 mL) are added, and the aqueous portion is extracted with Et2O (2 x 20 mL). The combined organic fractions are dried (MgSO4) and concentrated in vacuo. Flash chromatography (SiO2, Et2O : hexane = 8 : 92) affords 2 (4.1 mg, 91% yield) as a clear oil.
- Total Synthesis of Dysidiolide
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