(S)-1-BENZYL-PYRROLIDINE-3-CARBOXYLIC ACID

Base Information

• Chemical Name: (S)-1-BENZYL-PYRROLIDINE-3-CARBOXYLIC ACID
• CAS No.: 1212293-24-7
• Molecular Formula: C12H15NO2
• Molecular Weight: 205.25
• Mol file: 1212293-24-7.mol

Synonyms:(S)-1-BENZYL-PYRROLIDINE-3-CARBOXYLIC ACID;(S)-1-BENZYL-PYRROLIDINE-3-CARBOXYLIC ACID HYDROCHLORIDE;(S)-1-N-BENZYL-BETA-PROLINE;(S)-1-N-BENZYL-BETA-PROLINE HYDROCHLORIDE

Chemical Property of (S)-1-BENZYL-PYRROLIDINE-3-CARBOXYLIC ACID

Chemical Property:

• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Aqueous Base (Slightly), Methanol (Slightly), Water (Slightly)

Purity/Quality:

97% ^*data from raw suppliers

(S)-1-Benzylpyrrolidine-3-carboxylicAcidHydrochloride ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (S)-1-Benzylpyrrolidine-3-carboxylic Acid Hydrochloride is used as a reactant in the preparation of N-indolylalkyl heteroarylcarboxamide derivatives as TAU-induced toxicity inhibitors useful in the treatment of neurodegenerative diseases.

Technology Process of (S)-1-BENZYL-PYRROLIDINE-3-CARBOXYLIC ACID

There total 10 articles about (S)-1-BENZYL-PYRROLIDINE-3-CARBOXYLIC ACID 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:

(R)-2-Dibenzylamino-butane-1,4-diol (908598-98-1) → (R)-1-Benzyl-pyrrolidine-3-carboxylic acid; hydrochloride (1212293-24-7,608142-09-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) Et₃N, 2.) H₂ / 2.) 20percent Pd(OH)2/C / 1.) THF, -3 deg C, 1 h, 2.) EtOH, 20 min, 1010 mbar

2: Bu₄NCN / dimethylsulfoxide / 60 h / 60 - 65 °C

3: HCl, H₂O / 0.5 h / Heating

With hydrogenchloride; water; hydrogen; tetra-n-butylammonium cyanide; triethylamine; palladium dihydroxide; In dimethyl sulfoxide;

DOI:10.1055/s-1998-2185

Reference yield:

(R)-2-Dibenzylamino-succinic acid dibenzyl ester → (R)-1-Benzyl-pyrrolidine-3-carboxylic acid; hydrochloride (1212293-24-7,608142-09-2)

Guidance literature:

Multi-step reaction with 4 steps

1: LiAlH₄ / tetrahydrofuran / 1.) 0 deg C, 14 h, 2.) room temp., 1 h

2: 1.) Et₃N, 2.) H₂ / 2.) 20percent Pd(OH)2/C / 1.) THF, -3 deg C, 1 h, 2.) EtOH, 20 min, 1010 mbar

3: Bu₄NCN / dimethylsulfoxide / 60 h / 60 - 65 °C

4: HCl, H₂O / 0.5 h / Heating

With hydrogenchloride; lithium aluminium tetrahydride; water; hydrogen; tetra-n-butylammonium cyanide; triethylamine; palladium dihydroxide; In tetrahydrofuran; dimethyl sulfoxide;

DOI:10.1055/s-1998-2185

Reference yield:

(2S)-2-[bis(phenylmethyl)amino]-1,4-butanediol (137428-32-1) → (S)-1-Benzyl-pyrrolidine-3-carboxylic acid; hydrochloride (1212293-24-7,608142-09-2)

Guidance literature:

Multi-step reaction with 4 steps

1: Et₃N / tetrahydrofuran / 1.5 h / -25 °C

2: H₂ / 20percent Pd(OH)2/C / ethanol / 0.33 h / 757.6 Torr

3: 93 percent / Bu₄NCN / dimethylsulfoxide / 60 h / 60 - 65 °C

4: HCl, H₂O / 0.5 h / Heating

With hydrogenchloride; water; hydrogen; tetra-n-butylammonium cyanide; triethylamine; palladium dihydroxide; In tetrahydrofuran; ethanol; dimethyl sulfoxide;

DOI:10.1055/s-1998-2185

upstream raw materials:

(R)-1-benzylpyrrolidine-3-carbonitrile

(S)-methanesulfonic acid 1-benzylpyrrolidin-3-yl ester

(R)-2-Dibenzylamino-butane-1,4-diol

(S)-1-benzylpyrrolidine-3-carbonitrile

Downstream raw materials:

(3S)-pyrrolidine-3-carboxylic acid methyl ester

methyl (S)-(+)-1-(phenylmethyl)-3-pyrrolidinecarboxylate

methyl (R)-(-)-1-(phenylmethyl)-3-pyrrolidinecarboxylate