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110529-22-1

110529-22-1 Structure

110529-22-1 Structure
IdentificationMore
[Name]

(S)-(+)-2-[HYDROXY(DIPHENYL)METHYL]-1-METHYLPYRROLIDINE
[CAS]

110529-22-1
[Synonyms]

(2S)-1-METHYL-ALPHA,ALPHA-DIPHENYL-2-PYRROLIDINEMETHANOL
ALPHA,ALPHA-DIPHENYL-N-METHYL-L-PROLINOL
(S)-(+)-2-[HYDROXY(DIPHENYL)METHYL]-1-METHYLPYRROLIDINE
(S)-A,A-DIPHENYLMETHYLPROLINOL
(S)-A,A-DIPHENYL-N-METHYL-2-PYRROLIDINEMETHANOL
(S)-A,A-N-METHYL DIPHENYL-2-PYRROLIDINE METHANOL
(S)-ALPHA,ALPHA-DIPHENYLMETHYLPROLINOL
(S)-ALPHA,ALPHA-DIPHENYL-N-METHYL-2-PYRROLIDINEMETHANOL
(S)-(+)-DIPHENYL(1-METHYLPYRROLIDIN-2-YL)METHANOL
(S)-N-METHYL-ALPHA,ALPHA-DIPHENYL-2-PYRROLIDINE METHANOL
(S)-N-Methyl-alpha,alpha-diphenylpyrrolidinemethanol
Hydroxydiphenylmethylmethylpyrrolidine
a,a-Diphenyl-N-methyl-L-prolinol
(s)-n-methyl-à,à-diphenylpyrrolidinemethanol
(s)-α,α-diphenyl-n-methyl-2-pyrrolidinemethanol
à,à-diphenyl-n-methyl-l-prolinol
α,α-diphenyl-n-methyl-l-prolinol
1,1-Diphenyl-N-methyl-L-prolinol
ALPHA,ALPHA-DIPHENYL-N-METHYL-L-PROLINOL , EE 99%
ɑ,ɑ-Diphenyl-N-methyl-L-prolinol, 97%, ee 99+%
[EINECS(EC#)]

634-571-8
[Molecular Formula]

C18H21NO
[MDL Number]

MFCD00145245
[Molecular Weight]

267.37
[MOL File]

110529-22-1.mol
Chemical PropertiesBack Directory
[Appearance]

white to slightly yellow crystalline powder
[Melting point ]

66-72 °C
[alpha ]

+52° (c=1, CHCl3)
[Boiling point ]

406.8±25.0 °C(Predicted)
[density ]

1.116±0.06 g/cm3(Predicted)
[refractive index ]

55 ° (C=1, CHCl3)
[storage temp. ]

0-6°C
[solubility ]

sol hexane, benzene, toluene, Et2O, cyclohexane, dichloromethane
[form ]

Powder
[pka]

13.15±0.29(Predicted)
[color ]

white to pale-yellow
[Optical Rotation]

[α]20/D +55±3°, c = 1% in chloroform stab. with amylenes
[BRN ]

4749387
[InChI]

1S/C18H21NO/c1-19-14-8-13-17(19)18(20,15-9-4-2-5-10-15)16-11-6-3-7-12-16/h2-7,9-12,17,20H,8,13-14H2,1H3/t17-/m0/s1
[InChIKey]

XIJAGFLYYNXCAB-KRWDZBQOSA-N
[SMILES]

CN1CCC[C@H]1C(O)(c2ccccc2)c3ccccc3
[CAS DataBase Reference]

110529-22-1(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[WGK Germany ]

3
[F ]

10-34
[HS Code ]

29339900
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Hazard InformationBack Directory
[Chemical Properties]

white to slightly yellow crystalline powder
[Uses]

(S)-(+)-2-[Hydroxy(diphenyl)methyl]-1-methylpyrrolidine is used for chiral ligand for the enantioselective addition of dialkylzincs, alkynylzinc, and cyanomethylzinc bromide to aldehydes; chiral ligand for the enantioselective Reformatsky reaction; chiral ligand for the enantioselective Diels-Alder reaction; chiral auxiliary for asymmetric polymerization.
[Preparation]

Reaction of Phenylmagnesium Bromide with (S)-N-[(benzyloxy)carbonyl]proline methyl ester and subsequent reduction with Lithium Aluminum Hydride affords the (S)-(+)-2-[Hydroxy(diphenyl)methyl]-1-methylpyrrolidine in 83% overall yield.
Questions And AnswerBack Directory
[Reactions]

Catalyst for the enantioselective addition of diethylzinc to α,β-unsaturated aldehydes Reactions of 110529-22-1
Spectrum DetailBack Directory
[Spectrum Detail]

(S)-(+)-2-[HYDROXY(DIPHENYL)METHYL]-1-METHYLPYRROLIDINE(110529-22-1)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

alpha,alpha-Diphenyl-N-methyl-L-prolinol, 97%, ee 99+%(110529-22-1)
[Sigma Aldrich]

110529-22-1(sigmaaldrich)
[TCI AMERICA]

(S)-(+)-2-[Hydroxy(diphenyl)methyl]-1-methylpyrrolidine,>97.0%(GC)(110529-22-1)
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