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ChemicalBook >  Product Catalog >  Chemical Reagents >  Organic reagents >  Borane >  (S)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole

(S)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole

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(S)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole Basic information

Product Name:
(S)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole
Synonyms:
  • (S)-1-METHYL-3,3-DIPHENYL-TETRAHYDRO-PYRROLO[1,2C][1,3,2]OXAZABOROLE
  • α,α-diphenyl-l-prolinol methylboronic acid cycl-amide-ester
  • (S)-(+)-Methyl-CBS-oxazaborolidine
  • (S)-1-METHYL-3,3-DIPHENYLHEXAHYDROPYRROLO[1,2-C][1,3,2]OXAZABOROLE
  • (S)-5,5-DIPHENYL-2-METHYL-3,4-PROPANO-1,3,2-OXAZABOROLIDINE 98+%
  • (S)-METHYL-CBS-OXAZABOROLIDINE,1M SOLN.IN TOLUENE
  • (S)-Me-CBS Catalyst
  • (S)-Methyl oxazaborolidine, in toluene, 1M solution
CAS:
112022-81-8
MF:
C18H20BNO
MW:
277.17
EINECS:
601-150-5
Product Categories:
  • organic or inorganic borate
  • API intermediates
  • Asymmetric Synthesis
  • B (Classes of Boron Compounds)
  • B-Bromocatecholborane, etc.
  • Synthetic Organic Chemistry
  • Asymmetric Synthesis
  • Chiral Catalysts, Ligands, and Reagents
  • Reduction
Mol File:
112022-81-8.mol
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(S)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole Chemical Properties

Melting point:
115-117°C
Boiling point:
111 °C
Density 
0.93 g/mL at 20 °C(lit.)
refractive index 
-68 ° (C=1, MeOH)
Flash point:
40 °F
storage temp. 
room temp
form 
Liquid
pka
1.02±0.40(Predicted)
color 
Colorless to amber
Water Solubility 
Hydrolyzes in water.
Sensitive 
Air & Moisture Sensitive
BRN 
8492123
Exposure limits
ACGIH: TWA 20 ppm
OSHA: Ceiling 300 ppm; TWA 200 ppm
NIOSH: IDLH 500 ppm; TWA 100 ppm(375 mg/m3); STEL 150 ppm(560 mg/m3)
InChIKey
VMKAFJQFKBASMU-KRWDZBQOSA-N
CAS DataBase Reference
112022-81-8(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi,Xn,F
Risk Statements 
36/37/38-67-65-63-48/20-11-19-40
Safety Statements 
26-62-36/37-33-29-16
RIDADR 
UN 1294 3/PG 2
WGK Germany 
3
10-21
HazardClass 
3
PackingGroup 
II
HS Code 
29349990

MSDS

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(S)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole Usage And Synthesis

Reaction

  1. Convenient catalyst for the enantioselective borane reduction of ketones at ambient temperatures.
  2. Asymmetric synthesis of α-chiral hydroxyalkylphosphines via a catalytic, enantioselective reduction of acylphosphines.
  3. Nickel-catalyzed cross-couplings of benzylic pivalates with arylboroxines: Stereospecific formation of diarylalkanes and triarylmethanes.
  4. Enantioselective reduction of prochiral ketones with NaBH4/Me2SO4/(S)-Me-CBS.

Chemical Properties

Colorless to yellow liquid

Uses

(S)-2-Methyl-CBS-oxazaborolidine is used as an oxazaborolidine catalyst. It is also employed in the asymmetric reduction of prochiral ketones. Other applications include the enantioselective synthesis of α-hydroxy acids, α-amino acids, C2-symmetrical ferrocenyl diols and propargyl alcohols. It is an anhydrous catalyst for 'CBS' reduction reaction.

Uses

suzuki reaction

(S)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole Preparation Products And Raw materials

Raw materials

(S)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaboroleSupplier

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