1,2-Pyrrolidinedicarboxylic acid, 5,5-dimethyl-, 1-(1,1-dimethylethyl) 2-methyl ester

Base Information

Chemical Name:1,2-Pyrrolidinedicarboxylic acid, 5,5-dimethyl-, 1-(1,1-dimethylethyl) 2-methyl ester
CAS No.:146954-61-2
Molecular Formula:C13H23NO4
Molecular Weight:257.33
Hs Code.:
Mol file:146954-61-2.mol

Synonyms:methyl N-(tert-butoxycarbonyl)-5,5-dimethylpyrrolidine-2-carboxylate;Boc-DL-5,5-dimethylproline methyl ester;methyl N-tert-butyloxycarbonyl-(D,L,)-5,5-dimethylprolinate;methyl N-tert-butyloxycarbonyl-(D,L)-5,5-dimethylprolinate;5,5-Dimethyl-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester;1-tert-butyl 2-methyl 5,5-dimethylpyrrolidine-1,2-dicarboxylate;

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 1,2-Pyrrolidinedicarboxylic acid, 5,5-dimethyl-, 1-(1,1-dimethylethyl) 2-methyl ester

Chemical Property:

Boiling Point:305.4±35.0 °C(Predicted)
PSA：55.84000
Density:1.059±0.06 g/cm3(Predicted)
LogP:2.27540

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 1,2-Pyrrolidinedicarboxylic acid, 5,5-dimethyl-, 1-(1,1-dimethylethyl) 2-methyl ester

There total 1 articles about 1,2-Pyrrolidinedicarboxylic acid, 5,5-dimethyl-, 1-(1,1-dimethylethyl) 2-methyl ester 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:

: 625-05-8
3-amino-3-methylbutanoic acid

: 146954-61-2
methyl N-(tert-butoxycarbonyl)-5,5-dimethylpyrrolidine-2-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium hydroxide / 1,4-dioxane; water / 36 h

2.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

2.2: 18 h / 20 °C / Inert atmosphere

3.1: 4-acetamidobenzenesulfonyl azide; triethylamine / acetonitrile / 2 h / 20 °C / Inert atmosphere

4.1: dirhodium tetraacetate / toluene / 0.67 h / 85 - 90 °C / Inert atmosphere

5.1: potassium hexamethylsilazane / tetrahydrofuran; toluene / 0.67 h / 20 °C

5.2: 4 h / 20 °C

6.1: palladium 10% on activated carbon; hydrogen / methanol / 18 h / 20 °C

With dirhodium tetraacetate; palladium 10% on activated carbon; 4-acetamidobenzenesulfonyl azide; hydrogen; potassium hexamethylsilazane; triethylamine; 1,1'-carbonyldiimidazole; potassium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; water; toluene; acetonitrile;
DOI:10.1002/ejoc.201201420

Reference yield:

: 146954-61-2
methyl N-(tert-butoxycarbonyl)-5,5-dimethylpyrrolidine-2-carboxylate

: 869002-33-5
dibenzyl N-tert-butoxycarbonylglycyl-(D,L)-5,5-dimethylprolyl-L-glutamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: trifluoroacetic acid / CH₂Cl₂ / 2 h / 20 °C

1.2: 52 percent / diisopropylethylamine; bis(2-oxo-3-oxazolidinyl)phosphinic chloride / CH₂Cl₂ / 15 h / 20 °C

2.1: 94 percent / aqueous sodium hydroxide / dioxane / 21 h / 20 °C

3.1: 67 percent / diisopropylethylamine; bis(2-oxo-3-oxazolidinyl)phosphinic chloride / CH₂Cl₂ / 24 h / 20 °C

With sodium hydroxide; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In 1,4-dioxane; dichloromethane;
DOI:10.1016/j.tet.2005.08.026

Reference yield:

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 146954-61-2
methyl N-(tert-butoxycarbonyl)-5,5-dimethylpyrrolidine-2-carboxylate

: 146954-62-3,146954-63-4
Boc-L-Phe-DL-5,5-Me₂Pro-OMe

Guidance literature:: With hydrogenchloride; benzotriazol-1-ol; dicyclohexyl-carbodiimide; Yield given. Multistep reaction; 1) dioxane, 2) DMF;
DOI:10.1016/0040-4039(93)85081-7