rac-1-tert-butyl 2-methyl 2-[(benzyloxy)methyl]pyrrolidine-1,2-dicarboxylate

Base Information

• Chemical Name: rac-1-tert-butyl 2-methyl 2-[(benzyloxy)methyl]pyrrolidine-1,2-dicarboxylate
• CAS No.: 1206898-37-4
• Molecular Formula: C₁₉H₂₇NO₅
• Molecular Weight: 349.427
• Mol file: 1206898-37-4.mol

Synonyms:rac-1-tert-butyl 2-methyl 2-[(benzyloxy)methyl]pyrrolidine-1,2-dicarboxylate

Chemical Property of rac-1-tert-butyl 2-methyl 2-[(benzyloxy)methyl]pyrrolidine-1,2-dicarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of rac-1-tert-butyl 2-methyl 2-[(benzyloxy)methyl]pyrrolidine-1,2-dicarboxylate

There total 8 articles about rac-1-tert-butyl 2-methyl 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: 79.0%

Benzyloxymethyl chloride (3587-60-8) + (S)-N-(tert-butoxycarbonyl)proline methyl ester (59936-29-7) → rac-1-tert-butyl 2-methyl 2-[(benzyloxy)methyl]pyrrolidine-1,2-dicarboxylate (1206898-37-4)

Guidance literature:

(S)-N-(tert-butoxycarbonyl)proline methyl ester; With lithium hexamethyldisilazane; In tetrahydrofuran; at -20 ℃; for 2h;

Benzyloxymethyl chloride; In tetrahydrofuran; at -30 ℃; for 2h;

Reference yield: 79.0%

Benzyloxymethyl chloride (3587-60-8) + (+/-)-N-tert-butoxycarbonylproline methyl ester (145681-01-2) → rac-1-tert-butyl 2-methyl 2-[(benzyloxy)methyl]pyrrolidine-1,2-dicarboxylate (1206898-37-4)

Guidance literature:

(+/-)-N-tert-butoxycarbonylproline methyl ester; With lithium hexamethyldisilazane; In tetrahydrofuran; at -20 ℃; for 2h;

Benzyloxymethyl chloride; In tetrahydrofuran; at -30 ℃; for 2h;

Reference yield:

L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → rac-1-tert-butyl 2-methyl 2-[(benzyloxy)methyl]pyrrolidine-1,2-dicarboxylate (1206898-37-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: thionyl chloride / 12 h / 0 °C / Reflux

2.1: triethylamine / dichloromethane / 16 h / 0 - 20 °C

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C

3.2: 2 h / -78 - -20 °C

With thionyl chloride; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;

upstream raw materials:

methyl pyrrolidine-2-carboxylate

Benzyloxymethyl chloride

(+/-)-N-tert-butoxycarbonylproline methyl ester

di-tert-butyl dicarbonate

Downstream raw materials:

C₁₉H₂₃NO₇

C₁₉H₂₅NO₆

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

(2S,3R)-3-hydroxy-2-((R)-5-isobutyryl-1-oxo-2,5-diazaspiro[3.4]octan-2-yl)butanamide