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

Base Information

• Chemical Name: 1-tert-butyl 2-methyl (2S,4R)-4-methylpyrrolidine-1,2-dicarboxylate
• CAS No.: 138512-74-0
• Molecular Formula: C₁₂H₂₁NO₄
• Molecular Weight: 243.303
• Mol file: 138512-74-0.mol

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

Chemical Property of 1-tert-butyl 2-methyl (2S,4R)-4-methylpyrrolidine-1,2-dicarboxylate

Chemical Property:

• Boiling Point: 299.0±33.0 °C(Predicted)
• Density: 1.083±0.06 g/cm3(Predicted)

Purity/Quality:

97% ^*data from raw suppliers

Methyl(2S,4R)-1-Boc-4-methylpyrrolidine-2-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-tert-butyl 2-methyl (2S,4R)-4-methylpyrrolidine-1,2-dicarboxylate

There total 48 articles about 1-tert-butyl 2-methyl (2S,4R)-4-methylpyrrolidine-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: 88.0%

di-tert-butyl dicarbonate (24424-99-5) + (R)-methyl 2-azido-4-methylpentanoate (123489-10-1) → 1-tert-butyl 2-methyl (2S)-4-methylpyrrolidine-1,2-dicarboxylate (109606-56-6,138512-73-9,138512-74-0)

Guidance literature:

With [Fe^III(5,10,15,20-tetrakis(2,6-dichlorophenyl)porphyrinato)(1,3-dimethylimidazol-2-ylidene)₂]I; In toluene; at 140 ℃; for 0.583333h; under 7757.43 Torr; Temperature; Microwave irradiation; Sealed tube;

DOI:10.1002/anie.201806059

Reference yield: 82.0%

di-tert-butyl dicarbonate (24424-99-5) + C14H19N3O5S → 1-tert-butyl 2-methyl (2S,4R)-4-methylpyrrolidine-1,2-dicarboxylate (138512-74-0)

Guidance literature:

C₁₄H₁₉N₃O₅S; With palladium 10% on activated carbon; hydrogen; In methanol; for 3h;

di-tert-butyl dicarbonate; With sodium hydrogencarbonate; In methanol; at 20 ℃; stereoselective reaction;

Reference yield: 60.8%

1-tert-butyl 2-methyl (2S,4R)-4-iodomethylpyrrolidine-1,2-dicarboxylate → 1-tert-butyl 2-methyl (2S,4R)-4-methylpyrrolidine-1,2-dicarboxylate (138512-74-0)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 - 30 ℃; under 2585.81 Torr;

upstream raw materials:

(R)-2-(Allyl-tert-butoxycarbonyl-amino)-3-phenylselanyl-propionic acid methyl ester

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

(S)-N-allyl-N-(tert-butoxycarbonyl)-3-amino-2-oxetanone

methylmagnesium bromide

Downstream raw materials:

(2S,4R)-1-[(tert-butoxy)carbonyl]-4-methylpyrrolidine-2-carboxylic acid

(2S,4R)-4-hydroxy-2-pyrrolidinecarboxylic acid hydrochloride

trans-4-methyl-L-proline