1-tert-Butyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate

Base Information

• Chemical Name: 1-tert-Butyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate
• CAS No.: 362706-26-1
• Molecular Formula: C11H17NO5
• Molecular Weight: 243.26
• Hs Code.: 2933990090
• European Community (EC) Number: 889-656-4
• DSSTox Substance ID: DTXSID30401243
• Mol file: 362706-26-1.mol

Synonyms:362706-26-1;1-tert-Butyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate;1-O-tert-butyl 2-O-methyl 4-oxopyrrolidine-1,2-dicarboxylate;4-Oxo-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester;MFCD03701320;1-(tert-Butyl) 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate;MFCD09954936;N-Boc-4-oxo-DL-proline Methyl Ester;SCHEMBL719489;DTXSID30401243;UPBHYYJZVWZCOZ-UHFFFAOYSA-N;BCP34590;AKOS022174323;2-(Fluorophenyl)methanesulfonylchloride;PB16229;1,2-Pyrrolidinedicarboxylic acid, 4-oxo-, 1-(1,1-dimethylethyl) 2-methyl ester;AS-75512;SY023362;SY097155;SY191883;CS-0127707;FT-0649848;FT-0682230;EN300-67315;2-Methyl 1-Boc-4-oxopyrrolidine-2-carboxylate;1-t-Butyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate;1-tert-Butyl2-methyl4-oxopyrrolidine-1,2-dicarboxylate;methyl 1-(tert-butoxycarbonyl)-4-oxopyrrolidine-2-carboxylate;methyl 1-(tert-butoxycarbonyl)-4-oxopyrrolidine-2carboxylate;Boc-4-oxo-L-proline methyl ester;(S)-4-Oxopyrrolidine-1,2-dicarboxylic acid 1-tert-butyl 2-methyl diester

Chemical Property of 1-tert-Butyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate

Chemical Property:

• PSA: 72.91000
• LogP: 0.67580
• Storage Temp.: 2-8°C
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 243.11067264
• Heavy Atom Count: 17
• Complexity: 344

Purity/Quality:

NLT 98% ^*data from raw suppliers

1-tert-Butyl2-Methyl4-oxopyrrolidine-1,2-dicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CC(=O)CC1C(=O)OC

Technology Process of 1-tert-Butyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate

There total 1 articles about 1-tert-Butyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate 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:

(28)-1-(tert-butoxycarbonyl)-4-oxo-2-pyrrolidinecarboxylic acid (876317-19-0) + methyl iodide (74-88-4) → methyl 1-(tert-butoxycarbonyl)-4-oxopyrrolidine-2carboxylate (362706-26-1)

Guidance literature:

With potassium carbonate; In acetone; for 2h; Reflux;

Reference yield:

methyl 1-(tert-butoxycarbonyl)-4-oxopyrrolidine-2carboxylate (362706-26-1) → C19H20FIN4O5S

Guidance literature:

Multi-step reaction with 10 steps

1: diethylamino-sulfur trifluoride / dichloromethane / 16.08 h / -78 - 25 °C

2: lithium hydroxide; water / acetonitrile / 16 h / 25 °C

3: sodium carbonate / Aliquat 336 / dichloromethane; water / 48 h / 25 °C

4: trifluoroacetic acid / dichloromethane / 16 h / 25 °C

5: manganese(IV) oxide / tetrahydrofuran / 4 h / 80 °C

6: sodium hydroxide; sodium hypochlorite; ammonia; ammonium chloride / Aliquat 336 / tert-butyl methyl ether; water / 2 h / 25 °C

7: sodium cyanoborohydride / methanol / 20 h / 25 °C

8: 1,4-dioxane / 1 h / 100 °C

9: sodium ethanolate / ethanol / 16 h / 40 °C

10: pyridine / 3 h / 120 °C

With manganese(IV) oxide; lithium hydroxide; sodium hydroxide; sodium hypochlorite; diethylamino-sulfur trifluoride; ammonia; water; sodium ethanolate; sodium cyanoborohydride; sodium carbonate; ammonium chloride; trifluoroacetic acid; Aliquat 336; In tetrahydrofuran; 1,4-dioxane; pyridine; methanol; ethanol; dichloromethane; tert-butyl methyl ether; water; acetonitrile;

Reference yield:

methyl 1-(tert-butoxycarbonyl)-4-oxopyrrolidine-2carboxylate (362706-26-1) → 1-(tert-butoxycarbonyl)-4,4-difluoropyrrolidine-2-carboxylic acid (1000313-01-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: diethylamino-sulfur trifluoride / dichloromethane / 20 °C / Inert atmosphere

2.1: water; lithium hydroxide monohydrate / methanol / 2.5 h / 20 °C

2.2: pH 3

With lithium hydroxide monohydrate; diethylamino-sulfur trifluoride; water; In methanol; dichloromethane;

upstream raw materials:

⁽²⁸⁾-1-(tert-butoxycarbonyl)-4-oxo-2-pyrrolidinecarboxylic acid

methyl iodide

Downstream raw materials:

1-(tert-butoxycarbonyl)-4,4-difluoropyrrolidine-2-carboxylic acid

4-[4-(2,6-dioxo-1,3-dipropyl-2,3,6,7-tetrahydro-1H-purin-8-yl)-phenoxymethyl]-pyrrolidine-2-carboxylic acid methyl ester

4-[4-(2,6-dioxo-1,3-dipropyl-2,3,6,7-tetrahydro-1H-purin-8-yl)-phenoxymethyl]-1-(3-trifluoromethyl-benzyl)-pyrrolidine-2-carboxylic acid methyl ester

4-{4-[2,6-dioxo-1,3-dipropyl-7-(2-trimethylsilanyl-ethoxymethyl)-2,3,6,7-tetrahydro-1H-purin-8-yl]-phenoxymethyl}-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

Refernces