(S)-(2-(hydroxymethyl)pyrrolidin-1-yl)(phenyl)methanone

Base Information

• Chemical Name: (S)-(2-(hydroxymethyl)pyrrolidin-1-yl)(phenyl)methanone
• CAS No.: 65950-13-2
• Molecular Formula: C12H15NO2
• Molecular Weight: 205.257
• DSSTox Substance ID: DTXSID40510976
• Nikkaji Number: J1.921.667E
• Wikidata: Q82369567
• Mol file: 65950-13-2.mol

Synonyms:65950-13-2;(S)-(2-(hydroxymethyl)pyrrolidin-1-yl)(phenyl)methanone;SCHEMBL4931440;DTXSID40510976;BAVMVXYQHCAUQS-NSHDSACASA-N;(2S)-1-benzoylpyrrolidine-2-methanol;AKOS015604580;(2S)-1-benzoyl-2-hydroxymethylpyrrolidine;V10333;[(2S)-2-(Hydroxymethyl)pyrrolidin-1-yl](phenyl)methanone

Chemical Property of (S)-(2-(hydroxymethyl)pyrrolidin-1-yl)(phenyl)methanone

Chemical Property:

• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 205.110278721
• Heavy Atom Count: 15
• Complexity: 224

Purity/Quality:

>95% by HPLC ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(N(C1)C(=O)C2=CC=CC=C2)CO
• Isomeric SMILES: C1C[C@H](N(C1)C(=O)C2=CC=CC=C2)CO

Technology Process of (S)-(2-(hydroxymethyl)pyrrolidin-1-yl)(phenyl)methanone

There total 9 articles about (S)-(2-(hydroxymethyl)pyrrolidin-1-yl)(phenyl)methanone 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: 95.0%

benzoyl chloride (98-88-4) + (S)-1-Pyrrolidin-2-yl-methanol (23356-96-9) → (S)-(2-(hydroxymethyl)pyrrolidin-1-yl)(phenyl)methanone (65950-13-2)

Guidance literature:

benzoyl chloride; (S)-1-Pyrrolidin-2-yl-methanol; With sodium hydrogencarbonate; In dichloromethane; water; at 20 ℃; for 1.5h;

With lithium hydroxide; In tetrahydrofuran; water; at 20 ℃;

Reference yield: 93.0%

N-benzoyl-L-proline methyl ester (5493-38-9) → (S)-(2-(hydroxymethyl)pyrrolidin-1-yl)(phenyl)methanone (65950-13-2)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 - 5 ℃; for 0.25h;

DOI:10.1016/S0040-4039(00)91697-6

Reference yield: 76.0%

benzamide (55-21-0,27208-38-4) + (S)-1-Pyrrolidin-2-yl-methanol (23356-96-9) → (S)-(2-(hydroxymethyl)pyrrolidin-1-yl)(phenyl)methanone (65950-13-2)

Guidance literature:

With niobium(V) oxide; In neat (no solvent); at 160 ℃; Sealed tube; Inert atmosphere;

DOI:10.1002/adsc.201300717

upstream raw materials:

N-benzoyl-L-proline methyl ester

benzoyl chloride

(S)-1-Pyrrolidin-2-yl-methanol

[2-(hydroxymethyl)-1-pyrrolidinyl](phenyl)methanone

Downstream raw materials:

(2S)-1-benzoylpyrrolidin-2-al

(2S)-1-benzoyl-2-fluoromethylpyrrolidine

benzoic acid, butyl ester

propyl benzoate