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CAS RN: 112022-81-8 | Product Number: D2131

(S)-5,5-Diphenyl-2-methyl-3,4-propano-1,3,2-oxazaborolidine


Purity: >98.0%(T)
Synonyms:
  • (S)-3,3-Diphenyl-1-methyltetrahydro-1H,3H-pyrrolo[1,2-c][1,3,2]oxazaborole
  • (S)-Me-CBS Catalyst
  • (S)-(-)-2-Methyl-CBS-oxazaborolidine
Documents:
1G
€42.00
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5G
€203.00
1   ≥20 

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Product Number D2131
Purity / Analysis Method >98.0%(T)
Molecular Formula / Molecular Weight C__1__8H__2__0BNO = 277.17  
Physical State (20 deg.C) Solid
Storage Temperature 0-10°C
Store Under Inert Gas Store under inert gas
Condition to Avoid Moisture Sensitive,Heat Sensitive
CAS RN 112022-81-8
Reaxys Registry Number 8492123
PubChem Substance ID 87568575
MDL Number

MFCD00078439

Specifications
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)
Properties (reference)
Specific Rotation -68° (C=1,MeOH)
Solubility (slightly sol. in) Methanol
GHS
Related Laws:
Transport Information:
HS Number 2934999090
Application
Corey-Bakshi-Shibata Reduction (CBS Reduction)

Typical Procedure:
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.

References


PubMed Literature


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