α,α-Diphenyl-2-pyrrolidineMethanol

Base Information

• Chemical Name: α,α-Diphenyl-2-pyrrolidineMethanol
• CAS No.: 63401-04-7
• Molecular Formula: C17H19NO
• Molecular Weight: 253.344
• Mol file: 63401-04-7.mol

Synonyms:α,α-Diphenyl-2-pyrrolidineMethanol

Chemical Property of α,α-Diphenyl-2-pyrrolidineMethanol

Chemical Property:

• Melting Point: 76 °C
• Boiling Point: 411.3±12.0 °C(Predicted)
• PKA: 13.15±0.29(Predicted)
• PSA: 32.26000
• Density: 1.128±0.06 g/cm3(Predicted)
• LogP: 3.00330

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of α,α-Diphenyl-2-pyrrolidineMethanol

There total 63 articles about α,α-Diphenyl-2-pyrrolidineMethanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

(S)-diphenylprolinol sulfate → (S)-diphenylprolinol (22348-32-9,63401-04-7,112022-88-5,112068-01-6)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water; at 20 - 25 ℃; for 0.5h;

DOI:10.15227/orgsyn.074.0050

Reference yield: 99.0%

7,7-diphenyl-4,5,6,6a-tetrahydro-1H,3H-pyrrolo<1,2-c>oxazol-2-one (160424-29-3) → (S)-diphenylprolinol (22348-32-9,63401-04-7,112022-88-5,112068-01-6)

Guidance literature:

With potassium hydroxide; In methanol; for 4h; Heating;

Reference yield: 96.0%

(S)-proline-N-ethyl carbamate methyl ester (77581-28-3,93423-88-2) + phenylmagnesium bromide (100-58-3) → (S)-diphenylprolinol (22348-32-9,63401-04-7,112022-88-5,112068-01-6)

Guidance literature:

(S)-proline-N-ethyl carbamate methyl ester; phenylmagnesium bromide; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

With potassium hydroxide; In methanol; for 16h; Reflux; Inert atmosphere;

DOI:10.3390/molecules17055626

upstream raw materials:

ethyl (2S)-pyrrolidine-2-carboxylate

N-(benzyloxycarbonyl)-(S)-proline methyl ester

(S)-1-benzyl-2-(hydroxydiphenylmethyl)pyrrolidine

ethyl (S)-(-)-2--1-pyrrolidinecarboxylate

Downstream raw materials:

(S)-N-(2-carbomethoxybenzoyl)-2-(diphenylhydroxymethyl)pyrrolidine

(S)-1-benzyl-2-(hydroxydiphenylmethyl)pyrrolidine

(S)-diphenylprolinol

(R)-α,α-diphenylprolinol

Refernces

• 1、 Eschmann, Christian,Song, Lijuan,Schreiner, Peter R.. "London Dispersion Interactions Rather than Steric Hindrance Determine the Enantioselectivity of the Corey–Bakshi–Shibata Reduction". supporting information. p. 4823 - 4832. Retrieved 2021/02/01.
• 2、 Gao, En,Li, Meng,Duan, Lili,Li, Lin,Li, Yue-Ming. "Isosteric expansion of the structural diversity of chiral ligands: Design and application of proline-based N,N′-dioxide ligands for copper-catalyzed enantioselective Henry reactions". . . Retrieved 2019/08/16.