1-Pyrrolidinecarboxylic acid, 2-[(dimethylamino)methyl]-, 1,1-dimethylethyl ester, (2S)-

Base Information

• Chemical Name: 1-Pyrrolidinecarboxylic acid, 2-[(dimethylamino)methyl]-, 1,1-dimethylethyl ester, (2S)-
• CAS No.: 160115-24-2
• Molecular Formula: C₁₂H₂₄N₂O₂
• Molecular Weight: 228.335
• Mol file: 160115-24-2.mol

Synonyms:

Chemical Property of 1-Pyrrolidinecarboxylic acid, 2-[(dimethylamino)methyl]-, 1,1-dimethylethyl ester, (2S)-

Chemical Property:

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-Pyrrolidinecarboxylic acid, 2-[(dimethylamino)methyl]-, 1,1-dimethylethyl ester, (2S)-

There total 1 articles about 1-Pyrrolidinecarboxylic acid, 2-[(dimethylamino)methyl]-, 1,1-dimethylethyl ester, (2S)- 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:

(2S)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester (135097-23-3,575452-35-6,125347-83-3) → Boc-L-Pro-H (69610-41-9,117625-90-8) + (2S)-2-((dimethylamino)methyl)pyrrolidine-1-carboxylic acid tert-butyl ester (160115-24-2)

Guidance literature:

With diisobutylaluminium hydride; In diethyl ether; water; toluene;

Reference yield:

(2S)-2-((dimethylamino)methyl)pyrrolidine-1-carboxylic acid tert-butyl ester (160115-24-2) → ((R)-1-{[(R)-1-Benzyl-2-((S)-3-dimethylaminomethyl-pyrrolidin-1-yl)-2-oxo-ethyl]-methyl-carbamoyl}-2-naphthalen-2-yl-ethyl)-methyl-carbamic acid tert-butyl ester

Guidance literature:

Multi-step reaction with 4 steps

1.1: HCl / ethyl acetate / 0.5 h / 20 °C

2.1: HOAt; EDAC*HCl / CH₂Cl₂; dimethylformamide / 0.33 h / 0 °C

2.2: iPr₂NEt / CH₂Cl₂; dimethylformamide / 72 h / 0 - 20 °C

3.1: trifluoroacetic acid / CH₂Cl₂ / 0.5 h / 0 °C

4.1: HOAt; EDAC*HCl / CH₂Cl₂; dimethylformamide / 0.33 h / 0 °C

4.2: iPr₂NEt / CH₂Cl₂; dimethylformamide / 72 h / 0 - 20 °C

With hydrogenchloride; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1016/S0223-5234(02)01370-3

Reference yield:

(2S)-2-((dimethylamino)methyl)pyrrolidine-1-carboxylic acid tert-butyl ester (160115-24-2) → (2E)-5-amino-5-methylhex-2-enoic acid N-((1R)-1-{N-[(1R)-1-benzyl-2-((2S)-2-(dimethylaminomethyl)pyrrolidin-1-yl)-2-oxoethyl]-N-methylcarbamoyl}-2-(2-naphthyl)ethyl)-N-methylamide

Guidance literature:

Multi-step reaction with 7 steps

1.1: HCl / ethyl acetate / 0.5 h / 20 °C

2.1: HOAt; EDAC*HCl / CH₂Cl₂; dimethylformamide / 0.33 h / 0 °C

2.2: iPr₂NEt / CH₂Cl₂; dimethylformamide / 72 h / 0 - 20 °C

3.1: trifluoroacetic acid / CH₂Cl₂ / 0.5 h / 0 °C

4.1: HOAt; EDAC*HCl / CH₂Cl₂; dimethylformamide / 0.33 h / 0 °C

4.2: iPr₂NEt / CH₂Cl₂; dimethylformamide / 72 h / 0 - 20 °C

5.1: trifluoroacetic acid / CH₂Cl₂ / 0.83 h / 0 °C

6.1: HOAt; EDAC*HCl / CH₂Cl₂ / 0.33 h / 0 °C

6.2: iPr₂NEt / CH₂Cl₂; dimethylformamide / 16 h / 0 - 20 °C

7.1: 285 mg / trifluoroacetic acid / CH₂Cl₂ / 0.67 h / 0 °C

With hydrogenchloride; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1016/S0223-5234(02)01370-3

upstream raw materials:

(2S)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester

Downstream raw materials:

N,N-dimethyl-N-(((2S)-pyrrolidin-2-yl)methyl)amine dihydrochloride