(R)-2-((tert-butyldimethylsilyl)oxy)-1-(4-chloro-3-fluorophenyl)ethanol synthesis
- Product Name:(R)-2-((tert-butyldimethylsilyl)oxy)-1-(4-chloro-3-fluorophenyl)ethanol
- CAS Number:1395078-43-9
- Molecular formula:C14H22ClFO2Si
- Molecular Weight:304.86
1312718-89-0
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1395078-43-9
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Yield:1395078-43-9 91.1%
Reaction Conditions:
with borane Ν,Ν-diethylaniline complex;(3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole in tert-butyl methyl ether at 40; for 0.5 h;
Steps:
10.3
step 3: A solution of (i?)-l-methyl-3,3-diphenylhexahydropyrrolo[l,2- c][l,3,2]oxazaborole (4.861 mL, 4.861 mmol) and borane diethylaniline (8.615 mL, 48.61 mmol) in MTBE (325 mL) was prepared at RT then heated to 40 °C for 15 min. A MTBE (250 mL) solution of 62 (14.72 g, 48.61 mmol) was added dropwise over 15 min via addition funnel to the above solution and the reaction was stirred at 40 °C for 30 min. The reaction was cooled and MeOH (15 mL) was added dropwise followed by 1M HC1 (50 mL). The reaction was poured into water (150 mL) and extracted with DCM (2 x 150 mL). The combined organic fractions were dried (MgS04), filtered and concentrated. The crude product was purified by Si02 chromatography (Biotoge 65) eluting with an EtOAc/hexane gradient (2 to 5% EtOAc) to afford 16.50 g (91.1%) of (i?)-2-(tert-butyldimethylsilyloxy)-l-(4-chloro-3-fluorophenyl)ethanol (64).
References:
WO2012/118850,2012,A1 Location in patent:Page/Page column 135
1453854-84-6
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18162-48-6
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5527-95-7
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1263414-46-5
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$23.00/250mg
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![Ethyl [(tert-Butyldimethylsilyl)oxy]acetate](/CAS/GIF/67226-78-2.gif)
67226-78-2
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