ChemicalBook > CAS DataBase List > (S)-2-{Bis[3,5-bis(trifluoromethyl)phenyl]hydroxymethyl}pyrrolidine

(S)-2-{Bis[3,5-bis(trifluoromethyl)phenyl]hydroxymethyl}pyrrolidine

Product Name
(S)-2-{Bis[3,5-bis(trifluoromethyl)phenyl]hydroxymethyl}pyrrolidine
CAS No.
848821-76-1
Chemical Name
(S)-2-{Bis[3,5-bis(trifluoromethyl)phenyl]hydroxymethyl}pyrrolidine
Synonyms
(S)-α,α-Bis[3,5-bis(trifL;Bis(3,5-bis(trifluoroMethyl)phenyl)(pyrrolidin-2-yl)Methanol;2-Pyrrolidinemethanol, a,a-bis[3,5-bis(trifluoromethyl)pheny...;(S)-Bis(3,5-bis(trifluoromethyl)phenyl)(pyrrolidin-2-yl)methanol;(S)-α,α-Bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanol;(S)-α,α-Bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanol;(S)-(-)-α,α-bis[3,5-(trifluoromethyl)phenyl]-2-pyrrolidinemethanol;bis[3,5-bis(trifluoromethyl)phenyl]-[(2S)-pyrrolidin-2-yl]methanol;(S)-2-{Bis[3,5-bis(trifluoromethyl)phenyl]hydroxymethyl}pyrrolidine;2-PyrrolidineMethanol, a,a-bis[3,5-bis(trifluoroMethyl)phenyl]-, (2S)-
CBNumber
CB52091584
Molecular Formula
C21H15F12NO
Formula Weight
525.33
MOL File
848821-76-1.mol
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(S)-2-{Bis[3,5-bis(trifluoromethyl)phenyl]hydroxymethyl}pyrrolidine Property

Melting point:
113-117 °C
Boiling point:
391.8±42.0 °C(Predicted)
Density 
1.465±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
pka
12.26±0.29(Predicted)
form 
powder to crystal
color 
White to Light yellow
optical activity
-52.535°(C=0.01g/ml CHCL3)
InChI
InChI=1/C21H15F12NO/c22-18(23,24)12-4-10(5-13(8-12)19(25,26)27)17(35,16-2-1-3-34-16)11-6-14(20(28,29)30)9-15(7-11)21(31,32)33/h4-9,16,34-35H,1-3H2/t16-/s3
InChIKey
ITXPGQOGEYWAKW-INIZCTEOSA-N
SMILES
C(F)(F)(C1=CC(C(O)(C2C=C(C=C(C=2)C(F)(F)F)C(F)(F)F)[C@@H]2CCCN2)=CC(=C1)C(F)(F)F)F |&1:22,r|
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Safety

WGK Germany 
3
HS Code 
2933.99.8290
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
670960
Product name
(S)-α,α-Bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanol
Purity
≥99.0%
Packaging
1g
Price
$122
Updated
2025/07/31
TCI Chemical
Product number
B5701
Product name
(S)-α,α-Bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanol
Purity
>98.0%(GC)(T)
Packaging
1g
Price
$79
Updated
2025/07/31
ChemScene
Product number
CS-0044515
Product name
(S)-Bis(3,5-bis(trifluoromethyl)phenyl)(pyrrolidin-2-yl)methanol
Purity
98.78%
Packaging
1g
Price
$41
Updated
2021/12/16
Biosynth Carbosynth
Product number
FS76244
Product name
(S)-alpha,alpha-Bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanol
Packaging
100mg
Price
$65
Updated
2021/12/16
Biosynth Carbosynth
Product number
FS76244
Product name
(S)-alpha,alpha-Bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanol
Packaging
250mg
Price
$100
Updated
2021/12/16
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(S)-2-{Bis[3,5-bis(trifluoromethyl)phenyl]hydroxymethyl}pyrrolidine Chemical Properties,Usage,Production

Uses

(S)-2-{Bis[3,5-bis(trifluoromethyl)phenyl]hydroxymethyl}pyrrolidine is a chiral ligand, used in catalytic asymmetric synthesis. Its application extends to the production of propargylic sulfamidates and cyclic imines.

Synthesis

845965-28-8

848821-76-1

The general procedure for the synthesis of S-α,α-bis(3,5-bis-trifluoromethyl-phenyl)proline from the compound (CAS: 845965-28-8) was as follows: 4.3 g (76 mmol) of KOH and 4.2 g (7.6 mmol) of (S)-1,2-bis-(3,5-bis-trifluoromethyl-phenyl)-tetrahydro-pyrrolo[1,2-c]oxazole -3- was suspended in 20 mL of methanol and heated to reflux for 2 hours. After completion of the reaction, it was cooled to room temperature and the solvent was removed under reduced pressure. After addition of water, the mixture was extracted with dichloromethane. The organic phase was dried over anhydrous sodium sulfate and the solvent was evaporated under reduced pressure to give 4.2 g (99% yield) of the target product as a colorless oil.

References

[1] Patent: WO2005/80298, 2005, A1. Location in patent: Page/Page column 31

(S)-2-{Bis[3,5-bis(trifluoromethyl)phenyl]hydroxymethyl}pyrrolidine Preparation Products And Raw materials

Raw materials

Preparation Products

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(S)-2-{Bis[3,5-bis(trifluoromethyl)phenyl]hydroxymethyl}pyrrolidine Suppliers

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View Lastest Price from (S)-2-{Bis[3,5-bis(trifluoromethyl)phenyl]hydroxymethyl}pyrrolidine manufacturers

Career Henan Chemical Co
Product
(S)-2-{Bis[3,5-bis(trifluoromethyl)phenyl]hydroxymethyl}pyrrolidine 848821-76-1
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
200kg
Release date
2020-01-09

848821-76-1, (S)-2-{Bis[3,5-bis(trifluoromethyl)phenyl]hydroxymethyl}pyrrolidineRelated Search:

S-2-[diphenyl[(triethylsilyl)oxy]Methyl]-Pyrrolidine Pyrrolidine, 2-[bis(3,5-dimethylphenyl)[(trimethylsilyl)oxy]methyl]-, (2S)- (S)-(-)-2-[Bis(3,5-dimethylphenyl)hydroxymethyl]pyrrolidine (S)-1-[3,5-Bis(trifluoromethyl)phenyl]ethanol (R)-1-[3,5-Bis(trifluoromethyl)phenyl]ethanol 3-(TRIFLUOROMETHYL)BENZHYDROL flumecinol (S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol 3,3',5,5'-TETRAKIS(TRIFLUOROMETHYL)BENZHYDROL 2-[3,5-Bis(trifluoromethyl)phenyl]propan-2-ol (+)-FENFLURAMINE HYDROCHLORIDE (S)-2-{Bis[3,5-bis(trifluoromethyl)phenyl]hydroxymethyl}pyrrolidine (S)-2-[(Bis(3,5-bis(trifluoromethyl)phenyl)trimethylsilanyloxy)methyl]pyrrolidine, (S)-2-[(Bis(3,5-bis(trifluoromethyl)phenyl)trimethylsilyloxy)methyl]pyrrolidine, (S)-α,α-[3,5-Bis(trifluoromethyl)phenyl]prolinol trimethylsilyl ether 3,3'-BIS(TRIFLUOROMETHYL)BENZHYDROL (S)-2-[Bis(3,5-dimethylphenyl)methyl]pyrrolidine 2-Amino-1-[3-(trifluoromethyl)phenyl]ethanol 1-[3,5-BIS(TRIFLUOROMETHYL)PHENYL]PROPAN-1-OL (S)-2-{Bis[3,5-bis(trifluoromethyl)phenyl]methoxy-methyl}pyrrolidine hydrochloride

  • Bis(3,5-bis(trifluoroMethyl)phenyl)(pyrrolidin-2-yl)Methanol
  • 2-PyrrolidineMethanol, a,a-bis[3,5-bis(trifluoroMethyl)phenyl]-, (2S)-
  • (S)-α,α-Bis[3,5-bis(trifluoroMethyl)phenyl]-2-pyrrolidineMethanol >=99.0%
  • (S)-α,α-Bis[3,5-bis(trifluoromethyl)phenyl]-2- pyrrolidinemethanol,99%e.e.
  • (S)-2-{Bis[3,5-bis(trifluoromethyl)phenyl]hydroxymethyl}pyrrolidine
  • (S)-α,α-Bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanol
  • (S)-alpha,alpha-Bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanol
  • (S)-Bis(3,5-bis(trifluoromethyl)phenyl)(pyrrolidin-2-yl)methanol
  • (S)-alpha,alpha-Bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanol >=99.0%
  • (S)-(-)-α,α-bis[3,5-(trifluoromethyl)phenyl]-2-pyrrolidinemethanol
  • (S)-α,α-Bis[3,5-bis(trifL
  • 2-Pyrrolidinemethanol, α,α-bis[3,5-bis(trifluoromethyl)phenyl]-, (2S)-
  • bis[3,5-bis(trifluoromethyl)phenyl]-[(2S)-pyrrolidin-2-yl]methanol
  • 2-Pyrrolidinemethanol, a,a-bis[3,5-bis(trifluoromethyl)pheny...
  • (<i>S</i>)-α,α-Bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanol
  • (S)-α,α-Bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanol
  • 848821-76-1
  • C21H15F12NO