1,2-Pyrrolidinedicarboxylicacid-4-[[((1,1-diMethylethyl)diMethylsilyl]oxy]-2-Methyl-1-(phenylMethyl)ester,(2R,4R)

Base Information

• Chemical Name: 1,2-Pyrrolidinedicarboxylicacid-4-[[((1,1-diMethylethyl)diMethylsilyl]oxy]-2-Methyl-1-(phenylMethyl)ester,(2R,4R)
• CAS No.: 787640-34-0
• Molecular Formula: C20H31NO5Si
• Molecular Weight: 393.555
• Mol file: 787640-34-0.mol

Synonyms:(2R,4R)-1-benzyl 2-methyl 4-((tert-butyldimethylsilyl)oxy)pyrrolidine-1,2-dicarboxylate;1,2-Pyrrolidinedicarboxylicacid-4-[[((1,1-diMethylethyl)diMethylsilyl]oxy]-2-Methyl-1-(phenylMethyl)ester,(2R,4R)

Chemical Property of 1,2-Pyrrolidinedicarboxylicacid-4-[[((1,1-diMethylethyl)diMethylsilyl]oxy]-2-Methyl-1-(phenylMethyl)ester,(2R,4R)

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,2-Pyrrolidinedicarboxylicacid-4-[[((1,1-diMethylethyl)diMethylsilyl]oxy]-2-Methyl-1-(phenylMethyl)ester,(2R,4R)

There total 11 articles about 1,2-Pyrrolidinedicarboxylicacid-4-[[((1,1-diMethylethyl)diMethylsilyl]oxy]-2-Methyl-1-(phenylMethyl)ester,(2R,4R) 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: 76.0%

t-butyldimethylsiyl triflate (69739-34-0) + (2R,4R)-1-benzyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate (155075-23-3) → (2R,4R)-1-benzyl 2-methyl 4-((tert-butyldimethylsilyl)oxy)pyrrolidine-1,2-dicarboxylate (787640-34-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 ℃; for 2h;

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) + (2R,4R)-1-benzyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate (155075-23-3) → (2R,4R)-1-benzyl 2-methyl 4-((tert-butyldimethylsilyl)oxy)pyrrolidine-1,2-dicarboxylate (787640-34-0)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 0 - 20 ℃;

Reference yield:

(R,R)-4-hydroxy-1-(benzyloxycarbonyl)pyrrolidine-2-carboxylic acid (130930-25-5) → (2R,4R)-1-benzyl 2-methyl 4-((tert-butyldimethylsilyl)oxy)pyrrolidine-1,2-dicarboxylate (787640-34-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium carbonate / N,N-dimethyl-formamide / 50 °C

2: 1H-imidazole / dichloromethane / 12 h / 20 °C

With 1H-imidazole; sodium carbonate; In dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

t-butyldimethylsiyl triflate

(2R,4R)-1-benzyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate

tert-butyldimethylsilyl chloride

(1R,4R)-5-acetyl-2-oxa-5-azabicyclo[2.2.1]heptan-3-one

Downstream raw materials:

(2R,4R)-benzyl 4-(tert-butyldimethylsilyloxy)-2-((methylsulfonyloxy)methyl)pyrrolidine-1-carboxylate

(1R,4R)-benzyl 2-oxa-5-azabicyclo[2.2.1]heptane-5-carboxylate

(1R,4R)-2-oxa-5-azabicyclo[2.2.1]heptane

(2R,4R)-benzyl-4-(tert-butyldimethylsilyloxy)-2-formylpyrrolidine-1-carboxylate