1-Pyrrolidinecarboxylic acid, 2-(hydroxyMethyl)-4,4-diMethyl-, 1,1-diMethylethyl ester, (2S)-

Base Information

• Chemical Name: 1-Pyrrolidinecarboxylic acid, 2-(hydroxyMethyl)-4,4-diMethyl-, 1,1-diMethylethyl ester, (2S)-
• CAS No.: 212890-86-3
• Molecular Formula: C12H23NO3
• Molecular Weight: 229.31592
• Mol file: 212890-86-3.mol

Synonyms:1-Pyrrolidinecarboxylic acid, 2-(hydroxyMethyl)-4,4-diMethyl-, 1,1-diMethylethyl ester, (2S)-;(S)-tert-butyl 2-(hydroxymethyl)-4,4-dimethylpyrrolidine-1-carboxylate

Chemical Property of 1-Pyrrolidinecarboxylic acid, 2-(hydroxyMethyl)-4,4-diMethyl-, 1,1-diMethylethyl ester, (2S)-

Chemical Property:

• Boiling Point: 303.9±15.0 °C(Predicted)
• PKA: 14.77±0.10(Predicted)
• PSA: 49.77000
• Density: 1.024±0.06 g/cm3(Predicted)
• LogP: 1.95220

Purity/Quality:

97% ^*data from raw suppliers

(S)-tert-Butyl2-(hydroxymethyl)-4,4-dimethylpyrrolidine-1-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Pyrrolidinecarboxylic acid, 2-(hydroxyMethyl)-4,4-diMethyl-, 1,1-diMethylethyl ester, (2S)-

There total 9 articles about 1-Pyrrolidinecarboxylic acid, 2-(hydroxyMethyl)-4,4-diMethyl-, 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: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + (S)-(+)-(4,4-dimethylpyrrolidin-2-yl)methan-1-ol (212890-85-2) → (S)-(-)-tert-butyl 2-(hydroxymethyl)-4,4-dimethylpyrrolidinecarboxylate (212890-86-3)

Guidance literature:

With triethylamine;

DOI:10.1016/0040-4039(96)01783-2

Reference yield: 75.0%

(2S)-1-(tert-butoxycarbonyl)-4,4-dimethylpyrrolidine-2-carboxylic acid (1001353-87-2) → (S)-(-)-tert-butyl 2-(hydroxymethyl)-4,4-dimethylpyrrolidinecarboxylate (212890-86-3)

Guidance literature:

With borane-THF; In tetrahydrofuran; at 0 ℃; for 3h; Inert atmosphere;

Reference yield:

1-tert-butyl 2-ethyl (2S)4,4-dimethyl-5-oxopyrrolidine-1,2-dicarboxylate (158392-80-4) → (S)-(-)-tert-butyl 2-(hydroxymethyl)-4,4-dimethylpyrrolidinecarboxylate (212890-86-3)

Guidance literature:

Multi-step reaction with 3 steps

1: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C

2: lithium aluminium tetrahydride / tetrahydrofuran / 8 h / Reflux

3: triethylamine / tetrahydrofuran / 2 h / 20 °C

With lithium aluminium tetrahydride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

upstream raw materials:

di-tert-butyl dicarbonate

(S)-(+)-(4,4-dimethylpyrrolidin-2-yl)methan-1-ol

(5S)-3,3-dimethyl-5-hydroxymethylpyrrolidin-2-one

1-tert-butyl 2-ethyl (2S)4,4-dimethyl-5-oxopyrrolidine-1,2-dicarboxylate

Downstream raw materials:

(S)-2-[(Diphenylphosphanyl)-methyl]-4,4-dimethyl-pyrrolidine

(S)-(-)-tert-butyl 2-[(diphenylphosphino)methyl]-4,4-dimethylpyrrolidinecarboxylate

(S)-(-)-tert-butyl 4,4-dimethyl-2-[((4-methylphenyl)sulfonyloxy)methyl]pyrrolidinecarboxylate