1-tert-butyl 2-ethyl 2-((benzyloxy)methyl)pyrrolidine-1,2-dicarboxylate

Base Information

• Chemical Name: 1-tert-butyl 2-ethyl 2-((benzyloxy)methyl)pyrrolidine-1,2-dicarboxylate
• CAS No.: 1621482-38-9
• Molecular Formula: C₂₀H₂₉NO₅
• Molecular Weight: 363.454
• Mol file: 1621482-38-9.mol

Synonyms:1-tert-butyl 2-ethyl 2-((benzyloxy)methyl)pyrrolidine-1,2-dicarboxylate

Chemical Property of 1-tert-butyl 2-ethyl 2-((benzyloxy)methyl)pyrrolidine-1,2-dicarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-tert-butyl 2-ethyl 2-((benzyloxy)methyl)pyrrolidine-1,2-dicarboxylate

There total 2 articles about 1-tert-butyl 2-ethyl 2-((benzyloxy)methyl)pyrrolidine-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: 95.0%

Benzyloxymethyl chloride (3587-60-8) + (2S)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester (135097-23-3,575452-35-6,125347-83-3) → 1-tert-butyl 2-ethyl 2-((benzyloxy)methyl)pyrrolidine-1,2-dicarboxylate (1621482-38-9)

Guidance literature:

(2S)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester; With lithium hexamethyldisilazane; In tetrahydrofuran; at -40 ℃; for 1h;

Benzyloxymethyl chloride; In tetrahydrofuran; at -50 - 20 ℃; for 1h;

Reference yield:

L-proline ethyl ester monohydrochloride (33305-75-8,131477-20-8) → 1-tert-butyl 2-ethyl 2-((benzyloxy)methyl)pyrrolidine-1,2-dicarboxylate (1621482-38-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / dichloromethane / 12 h / 0 - 20 °C

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -40 °C

2.2: 1 h / -50 - 20 °C

With triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;

Reference yield: 52.0%

1-tert-butyl 2-ethyl 2-((benzyloxy)methyl)pyrrolidine-1,2-dicarboxylate (1621482-38-9) → 2-((benzyloxy)methyl)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid (1194030-71-1)

Guidance literature:

With water; sodium hydroxide; In tetrahydrofuran; methanol; at 65 ℃; for 16h;

upstream raw materials:

L-proline ethyl ester monohydrochloride

Benzyloxymethyl chloride

(2S)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester

Downstream raw materials:

tert-butyl 2-(((2S, 3R)-1, 3-bis (benzyloxy)-1-oxobutan-2-yl) carbamoyl)-2-(hydroxymethyl) pyrrolidine-1-carboxylate

tert-butyl 2-((2S, 3R)-1, 3-bis (benzyloxy)-1-oxobutan-2-yl)-1-oxo-2, 5-diazaspiro [3.4] octane-5-carboxylate

2-((benzyloxy)methyl)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid