(S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol
Synonym(s):(S)-(−)-2-(Diphenylhydroxymethyl)pyrrolidine;α,α-Diphenyl-L -prolinol
- CAS NO.:112068-01-6
- Empirical Formula: C17H19NO
- Molecular Weight: 253.34
- MDL number: MFCD00075506
- EINECS: 601-153-1
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-10-29 11:48:30
What is (S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol?
Chemical properties
white to beige crystals or crystalline powder
The Uses of (S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol
suzuki reaction
The Uses of (S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol
(S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol is used to prepare the corresponding oxazaborolidines for the borane-mediated asymmetric reduction of ketones.
Preparation
Into a four-necked flask, add tetrahydrofuran, L-proline methyl ester hydrochloride, and phenyl magnesium chloride (dissolved in tetrahydrofuran) solution was added dropwise from a constant pressure dropping funnel, and the addition was completed in about 4 hours, and then stirred at 10-15°C for 3 hours. Add water, adjust the pH to 5-6 with 10% ammonium chloride aqueous solution, extract with dichloromethane, extract the aqueous layer twice with dichloromethane each time, and obtain the organic phase. Wash once with saturated sodium chloride aqueous solution. The organic phase was dried with anhydrous sodium sulfate for 4 hours and filtered. The obtained organic phase was distilled under reduced pressure to distill dichloromethane and tetrahydrofuran to obtain light yellow oily (S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol, yield 86.6%.
General Description
(S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol is a bifunctional organocatalyst.
Properties of (S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol
Melting point: | 77-80 °C(lit.) |
Boiling point: | 396.54°C (rough estimate) |
alpha | -59 º (c=3, methanol 25 ºC) |
Density | 1.0078 (rough estimate) |
refractive index | -66.5 ° (C=3, CHCl3) |
storage temp. | Inert atmosphere,Room Temperature |
solubility | Soluble in chloroform. |
form | powder |
pka | 13.15±0.29(Predicted) |
color | white to off white ., crystal |
optical activity | [α]20/D 67°, c = 3 in chloroform |
Merck | 14,155 |
BRN | 17103 |
CAS DataBase Reference | 112068-01-6(CAS DataBase Reference) |
NIST Chemistry Reference | S-(-)-1,1-diphenylprolinol(112068-01-6) |
Safety information for (S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for (S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol
InChIKey | OGCGXUGBDJGFFY-INIZCTEOSA-N |
(S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol manufacturer
CiVentiChem Private Limited
Stereokem Pvt Ltd
Vedanta Biosciences
Anand Agencies
ASM Organics
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