1,2-Pyrrolidinedicarboxylic acid, 2-(2-propenyl)-, 2-(1,1-dimethylethyl) 1-(phenylmethyl) ester

Base Information

• Chemical Name: 1,2-Pyrrolidinedicarboxylic acid, 2-(2-propenyl)-, 2-(1,1-dimethylethyl) 1-(phenylmethyl) ester
• CAS No.: 127818-90-0
• Molecular Formula: C20H27NO4
• Molecular Weight: 345.439
• Mol file: 127818-90-0.mol

Synonyms:

Chemical Property of 1,2-Pyrrolidinedicarboxylic acid, 2-(2-propenyl)-, 2-(1,1-dimethylethyl) 1-(phenylmethyl) ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,2-Pyrrolidinedicarboxylic acid, 2-(2-propenyl)-, 2-(1,1-dimethylethyl) 1-(phenylmethyl) ester

There total 3 articles about 1,2-Pyrrolidinedicarboxylic acid, 2-(2-propenyl)-, 2-(1,1-dimethylethyl) 1-(phenylmethyl) 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: 70.0%

Cbz-DL-Pro-OtBu (34272-95-2) + allyl bromide (106-95-6) → tert-butyl N-benzyloxycarbonyl-2(RS)-allylprolinate (127818-90-0)

Guidance literature:

Cbz-DL-Pro-OtBu; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.333333h;

allyl bromide; In tetrahydrofuran; at -78 ℃; for 4h;

DOI:10.1211/0022357011776324

Reference yield:

(S)-2-tert-butyl-1-benzylpyrrolidine-1,2-dicarboxylate (16881-39-3) + allyl bromide (106-95-6) → tert-butyl N-benzyloxycarbonyl-2(RS)-allylprolinate (127818-90-0)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran;

Reference yield:

allyl iodid (556-56-9) + (S)-2-tert-butyl-1-benzylpyrrolidine-1,2-dicarboxylate (16881-39-3) → tert-butyl N-benzyloxycarbonyl-2(RS)-allylprolinate (127818-90-0)

Guidance literature:

With lithium diisopropyl amide; Multistep reaction; 1.) THF;

DOI:10.1021/jm00169a003

upstream raw materials:

allyl iodid

(S)-2-tert-butyl-1-benzylpyrrolidine-1,2-dicarboxylate

Cbz-DL-Pro-OtBu

allyl bromide

Downstream raw materials:

tert-butyl N-benzyloxycarbonyl-2(RS)-(formylmethyl)prolinate

5(RS)-1-benzyloxycarbonyl-1,7-diaza-7-(4(S)-methoxycarbonylisopentyl)-6-oxospiro[4,4]nonane

5(RS)-1-benzyloxycarbonyl-1,7-diaza-7-(4(S)-carboxyisopentyl)-6-oxospiro[4,4]nonane

(S)-2-[2-((S)-1-Methoxycarbonyl-3-methyl-butylamino)-ethyl]-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester