(S)-1-tert-Butyl 2-methyl 4-methylenepyrrolidine-1,2-dicarboxylate

Base Information

• Chemical Name: (S)-1-tert-Butyl 2-methyl 4-methylenepyrrolidine-1,2-dicarboxylate
• CAS No.: 84348-39-0
• Molecular Formula: C12H19NO4
• Molecular Weight: 241.287
• Hs Code.: 2933990090
• European Community (EC) Number: 868-931-2
• DSSTox Substance ID: DTXSID00577681
• Nikkaji Number: J2.422.522D
• Wikidata: Q82467757
• Mol file: 84348-39-0.mol

Synonyms:84348-39-0;(S)-1-tert-Butyl 2-methyl 4-methylenepyrrolidine-1,2-dicarboxylate;N-Boc-4-methylene-L-proline methyl ester;1-O-tert-butyl 2-O-methyl (2S)-4-methylidenepyrrolidine-1,2-dicarboxylate;1-tert-Butyl 2-methyl (2S)-4-methylidenepyrrolidine-1,2-dicarboxylate;MFCD15832853;CEEDNDKFZGTXOZ-VIFPVBQESA-N;SCHEMBL2531159;DTXSID00577681;(S)-1-tert-Butyl2-methyl4-methylenepyrrolidine-1,2-dicarboxylate;AMY15405;AKOS016014170;DS-6024;CS-0009248;EN300-6977560;A846839;J-523508;1-tert-butyl 2-methyl (2S)-4methylene-1,2-pyrrolidinedicarboxylate;1 -tert-butyl 2-methyl (2S)-4-methylene-1,2-pyrrolidinedicarboxylate;1-tert-butyl 2-methyl (2S)-4-methylene-1,2-pyrrolidinedicarboxylate;1-tert-butyl 2-methyl (2S)-4-methylenepyrrolidine-1,2-dicarboxylate;(S)-1-(Tert-butoxycarbonyl)-2-methyl-4-methylenepyrrolidine-2-carboxylic acid;(S)-4-Methylene-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester;1,2-Pyrrolidinedicarboxylic acid, 4-Methylene-, 1-(1,1-diMethylethyl) 2-Methyl ester, (2S)-

Chemical Property of (S)-1-tert-Butyl 2-methyl 4-methylenepyrrolidine-1,2-dicarboxylate

Chemical Property:

• Boiling Point: 302.0±42.0 °C(Predicted)
• PKA: -3.56±0.40(Predicted)
• PSA: 55.84000
• Density: 1.10±0.1 g/cm3(Predicted)
• LogP: 1.66290
• Storage Temp.: 2-8°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 241.13140809
• Heavy Atom Count: 17
• Complexity: 343

Purity/Quality:

98% ^*data from raw suppliers

N-Boc-4-methylene-L-proline methyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CC(=C)CC1C(=O)OC
• Isomeric SMILES: CC(C)(C)OC(=O)N1CC(=C)C[C@H]1C(=O)OC
• Uses: N-Boc-4-Methylene-L-proline Methyl Ester is an L-proline derivative with antibacterial activity used in the preparation of novel peptide deformylase inhibitors.

Technology Process of (S)-1-tert-Butyl 2-methyl 4-methylenepyrrolidine-1,2-dicarboxylate

There total 19 articles about (S)-1-tert-Butyl 2-methyl 4-methylenepyrrolidine-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: 100.0%

(S)-1-(tert-butoxycarbonyl)-4-methylenepyrrolidine-2-carboxylic acid (84348-38-9,1427175-11-8) + methyl iodide (74-88-4) → (S)-1-tert-butyl 2-methyl 4-methylenepyrrolidine-1,2-dicarboxylate (84348-39-0)

Guidance literature:

With potassium carbonate; N,N-dimethyl-formamide; at 20 ℃; for 7h;

Reference yield: 92.0%

methanol (67-56-1) + tert-butylamine (S)-1-(tert-butoxycarbonyl)-4-(methylene)pyrrolidine-2-carboxylic acid (1262320-71-7) → (S)-1-tert-butyl 2-methyl 4-methylenepyrrolidine-1,2-dicarboxylate (84348-39-0)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tert-butyl methyl ether;

DOI:10.1021/acs.oprd.5b00005

Reference yield: 92.0%

methanol (67-56-1) + (S)-1-(tert-butoxycarbonyl)-4-methylenepyrrolidine-2-carboxylic acid (84348-38-9,1427175-11-8) → (S)-1-tert-butyl 2-methyl 4-methylenepyrrolidine-1,2-dicarboxylate (84348-39-0)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;

DOI:10.1021/acs.oprd.5b00005

upstream raw materials:

diazomethane

(S)-1-(tert-butoxycarbonyl)-4-methylenepyrrolidine-2-carboxylic acid

methyl triphenylphosphonium bromide

(S)-1-tert-butyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate

Downstream raw materials:

1-tert-butyl 2-methyl (2S)-4-methylpyrrolidine-1,2-dicarboxylate

C₂₂H₂₉N₃O₄

C₂₂H₂₈FN₃O₄

C₂₃H₃₂N₂O₆

Refernces

• 1、 -. "NOVEL CONNECTED BODY AND USE THEREOF IN SPECIFIC CONJUGATION BETWEEN BIOMOLECULE AND DRUG". Paragraph 0213-0214. . Retrieved 2021/05/14.
• 2、 -. "BACTERIAL EFFLUX PUMP INHIBITORS". Page/Page column 54-55. . Retrieved 2021/12/08.