1-(3,4-Dichlorobenzyl)pyrrolidine-2-carboxylic acid hydrochloride

Base Information

• Chemical Name: 1-(3,4-Dichlorobenzyl)pyrrolidine-2-carboxylic acid hydrochloride
• CAS No.: 511544-19-7
• Molecular Formula: C12H13Cl2NO2
• Molecular Weight: 274.147
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID50697949
• Mol file: 511544-19-7.mol

Synonyms:511544-19-7;1-(3,4-dichlorobenzyl)pyrrolidine-2-carboxylic acid hydrochloride;DTXSID50697949;AKOS027383667;1-(3,4-dichlorobenzyl)pyrrolidine-2-carboxylic acid HCl;Z1459909582;1-[(3,4-Dichlorophenyl)methyl]proline--hydrogen chloride (1/1);1-(3,4-DICHLORO-BENZYL)-PYRROLIDINE-2-CARBOXYLIC ACID HYDROCHLORIDE;1-[(3,4-dichlorophenyl)methyl]pyrrolidine-2-carboxylic acid;hydrochloride

Chemical Property of 1-(3,4-Dichlorobenzyl)pyrrolidine-2-carboxylic acid hydrochloride

Chemical Property:

• PSA: 40.54000
• LogP: 3.78230
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 309.009012
• Heavy Atom Count: 18
• Complexity: 288

Purity/Quality:

1-(3,4-DICHLORO-BENZYL)-PYRROLIDINE-2-CARBOXYLIC ACID HYDROCHLORIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(N(C1)CC2=CC(=C(C=C2)Cl)Cl)C(=O)O.Cl

Technology Process of 1-(3,4-Dichlorobenzyl)pyrrolidine-2-carboxylic acid hydrochloride

There total 1 articles about 1-(3,4-Dichlorobenzyl)pyrrolidine-2-carboxylic acid hydrochloride 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: 92.0%

3,4-Dichlorophenylmethyl chloride (102-47-6) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → (S)-N-(3,4-dichlorobenzyl)proline (511544-19-7)

Guidance literature:

3,4-Dichlorophenylmethyl chloride; L-proline; With potassium hydroxide; In isopropyl alcohol; at 40 ℃; for 6h;

With hydrogenchloride; In water; isopropyl alcohol; at 0 - 5 ℃; pH=5 - 6;

DOI:10.1002/anie.201403556

Reference yield:

(S)-N-(3,4-dichlorobenzyl)proline (511544-19-7) → (S)-1-(3,4-Dichloro-benzyl)-pyrrolidine-2-carbonyl chloride

Guidance literature:

With phosphorus pentachloride; In dichloromethane; at 0 ℃; for 0.166667h;

DOI:10.1023/A:1020952115556

Reference yield:

(S)-N-(3,4-dichlorobenzyl)proline (511544-19-7) → ((S)-N-(2-benzoyl-4-chlorophenyl)-1-(3,4-dichlorobenzyl)pyrrolidine-2-carboxamide) (1644308-41-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1-methyl-1H-imidazole; dmap / dichloromethane / 0 °C

2: dichloromethane / 40 - 50 °C

With 1-methyl-1H-imidazole; dmap; In dichloromethane;

DOI:10.1002/anie.201403556

upstream raw materials:

3,4-Dichlorophenylmethyl chloride

L-proline

Downstream raw materials:

((S)-N-(2-benzoyl-4-chlorophenyl)-1-(3,4-dichlorobenzyl)pyrrolidine-2-carboxamide)

Refernces

• 1、 -. "SYNTHESIS OF A-AMANITIN AND ITS DERIVATIVES". Page/Page column 30. . Retrieved 2021/01/29.
• 2、 Belokon,Maleev,Petrosyan,Savel'eva,Ikonnikov,Peregudov,Khrustalev,Saghiyan. "Halo-substituted (S)-N-(2-benzoylphenyl)-1-benzylpyrolidine-2-carboxamides as new chiral auxiliaries for the asymmetric synthesis of (S)-α-amino acids". . p. 1593 - 1599. Retrieved 2007/10/03.