CAS 112068-01-6

(S)-Diphenylprolinol

Description:

(S)-Diphenylprolinol is an organic compound that belongs to the class of proline derivatives, specifically an amino alcohol. It is characterized by its chiral nature, with the (S)-enantiomer being the biologically active form. This compound features a proline backbone with two phenyl groups attached, which contributes to its unique steric and electronic properties. (S)-Diphenylprolinol is often utilized as a chiral auxiliary in asymmetric synthesis, facilitating the formation of enantiomerically enriched products. Its ability to form hydrogen bonds and engage in π-π stacking interactions enhances its effectiveness in catalysis. The compound is typically a white to off-white solid and is soluble in organic solvents such as ethanol and dichloromethane. Its applications extend to the fields of medicinal chemistry and materials science, where it plays a role in the development of pharmaceuticals and functional materials. Overall, (S)-Diphenylprolinol is a valuable compound in synthetic organic chemistry due to its chiral properties and versatility in various chemical reactions.

Formula: C₁₇H₁₉NO

InChI: InChI=1S/C17H19NO/c19-17(16-12-7-13-18-16,14-8-3-1-4-9-14)15-10-5-2-6-11-15/h1-6,8-11,16,18-19H,7,12-13H2/t16-/m0/s1

InChI key: InChIKey=OGCGXUGBDJGFFY-INIZCTEOSA-N

SMILES: C(O)([C@@H]1CCCN1)(C2=CC=CC=C2)C3=CC=CC=C3

Synonyms:

• (-)-2-(Diphenylhydroxymethyl)pyrrolidine
• (-)-α,α-Diphenyl-2-pyrrolidinemethanol
• (-)-α,α-Diphenylprolinol
• (2S)-2-[hydroxy(diphenyl)methyl]pyrrolidinium
• (2S)-α,α-Diphenyl-2-pyrrolidinemethanol
• (S)-(-)-2-(Diphenylhydroxymethyl)Pyrrolidine
• (S)-(-)-Diphenyl-2-pyrrolidinemethanol
• (S)-(-)-alpha,alpha-Diphenyl-2-pyrrolidine methanol
• (S)-(-)-α,α-Diphenylprolinol
• (S)-(-)alpha,alpha-diphenylprolinol
• (S)-2-(Hydroxydiphenylmethyl)pyrrolidine
• (S)-Diphenyl(Pyrrolidin-2-Yl)Methanol
• (S)-alpha,alpha-Diphenyl-2-pyrrolidinemethanol
• (S)-α,α-Diphenyl-2-pyrrolidinemethanol
• (S)-α,α-Diphenylpyrrolidin-2-ylmethanol
• (S)-α,α-Diphenylpyrrolidinemethanol
• 2-Pyrrolidinemethanol, α,α-diphenyl-, (2S)-
• 2-Pyrrolidinemethanol, α,α-diphenyl-, (S)-
• Diphenyl(2-pyrrolidinyl)methanol
• Diphenyl(Pyrrolidin-2-Yl)Methanol
• alpha,alpha-Diphenyl-L-prolinol
• diphenyl[(2S)-pyrrolidin-2-yl]methanol

(S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol

CAS: 112068-01-6

Formula: C₁₇H₁₉NO

Purity: >98.0%(GC)(T)

Color and Shape: White to Yellow to Green powder to crystal

Molecular weight: 253.35

Ref: 3B-D2735

(S)-Diphenyl(pyrrolidin-2-yl)methanol

CAS: 112068-01-6

Formula: C₁₇H₁₉NO

Purity: 98%

Color and Shape: Solid

Molecular weight: 253.3389

Ref: IN-DA003CE0

(S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol

CAS: 112068-01-6

Formula: C₁₇H₁₉NO

Purity: ≥ 98.0%

Color and Shape: White to off-white crystalline powder

Molecular weight: 253.35

Ref: 7W-GK5360

(S)-(-)-2-(Diphenylhydroxymethyl)pyrrolidine

CAS: 112068-01-6

(S)-(-)-2-(Diphenylhydroxymethyl)pyrrolidine

Purity: 98%

Molecular weight: 253.34g/mol

Ref: 54-OR75462

S-(-)-Diphenylprolinol

CAS: 112068-01-6

Purity: 98.0%

Color and Shape: Solid

Molecular weight: 253.34500122070312

Ref: 10-F037823

(S)-(-)-Diphenyl-2-pyrrolidinemethanol

Controlled Product

CAS: 112068-01-6

(S)-(-)-Diphenyl-2-pyrrolidinemethanol is a chiral compound that contains a chelate ring. It can be synthesized by the asymmetric synthesis of propargylamine, which is then converted to an amide chloride. The ester hydrochloride can be obtained from the esterification of propargylamine with epoxides, followed by hydrolysis. The stereoselective reaction of (S)-(-)-Diphenyl-2-pyrrolidinemethanol with primary amines at temperatures below -10°C produces secondary amines. This compound has been used in crystallography and in the reaction of β-unsaturated ketones with amines.

Formula: C₁₇H₁₉NO

Purity: Min. 95%

Color and Shape: White To Off-White Solid

Molecular weight: 253.34 g/mol

Ref: 3D-FD50586

(S)-1,1-Diphenylprolinol

Controlled Product

CAS: 112068-01-6

Applications (S)-1,1-Diphenylprolinol is a useful catalyst for the preparation of flavonoids.
References Hu, J., et al.: Chem. Commun. (Cambridge, UK), 56, 10018 (2020)

Formula: C₁₇H₁₉NO

Color and Shape: Neat

Molecular weight: 253.34

Ref: TR-D462710

(S)-Diphenyl(pyrrolidin-2-yl)methanol

CAS: 112068-01-6

Formula: C₁₇H₁₉NO

Molecular weight: 253.35

Ref: ST-EA-CP-F42117