1,1-dimethylethyl (2R)-2-methyl-2-({[(4-methylphenyl)sulfonyl]oxy}methyl)pyrrolidine-1-carboxylate

Base Information

• Chemical Name: 1,1-dimethylethyl (2R)-2-methyl-2-({[(4-methylphenyl)sulfonyl]oxy}methyl)pyrrolidine-1-carboxylate
• CAS No.: 1207755-00-7
• Molecular Formula: C₁₈H₂₇NO₅S
• Molecular Weight: 369.482
• Mol file: 1207755-00-7.mol

Synonyms:1,1-dimethylethyl (2R)-2-methyl-2-({[(4-methylphenyl)sulfonyl]oxy}methyl)pyrrolidine-1-carboxylate

Chemical Property of 1,1-dimethylethyl (2R)-2-methyl-2-({[(4-methylphenyl)sulfonyl]oxy}methyl)pyrrolidine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,1-dimethylethyl (2R)-2-methyl-2-({[(4-methylphenyl)sulfonyl]oxy}methyl)pyrrolidine-1-carboxylate

There total 4 articles about 1,1-dimethylethyl (2R)-2-methyl-2-({[(4-methylphenyl)sulfonyl]oxy}methyl)pyrrolidine-1-carboxylate 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%

tert-butyl (R)-2-(hydroxymethyl)-2-methylpyrrolidine-1-carboxylate (1207754-99-1) → 1,1-dimethylethyl (2R)-2-methyl-2-({[(4-methylphenyl)sulfonyl]oxy}methyl)pyrrolidine-1-carboxylate (1207755-00-7)

Guidance literature:

With pyridine; dmap; In dichloromethane;

DOI:10.1016/j.bmcl.2012.05.031

Reference yield:

(S)-N-(3-bromopropyl)-N-(tert-butoxycarbonyl)alanine ethyl ester → 1,1-dimethylethyl (2R)-2-methyl-2-({[(4-methylphenyl)sulfonyl]oxy}methyl)pyrrolidine-1-carboxylate (1207755-00-7)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium hexamethylsilazane / N,N-dimethyl-d₆-formamide / 0.5 h / -60 °C

2: lithium borohydride / tetrahydrofuran

3: pyridine; dmap / dichloromethane

With pyridine; dmap; lithium borohydride; potassium hexamethylsilazane; In tetrahydrofuran; dichloromethane; N,N-dimethyl-d₆-formamide;

DOI:10.1016/j.bmcl.2012.05.031

Reference yield:

(R)-N-(tert-butoxycarbonyl)-α-methylproline ethyl ester (619307-07-2) → 1,1-dimethylethyl (2R)-2-methyl-2-({[(4-methylphenyl)sulfonyl]oxy}methyl)pyrrolidine-1-carboxylate (1207755-00-7)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium borohydride / tetrahydrofuran

2: pyridine; dmap / dichloromethane

With pyridine; dmap; lithium borohydride; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.bmcl.2012.05.031

upstream raw materials:

tert-butyl (R)-2-(hydroxymethyl)-2-methylpyrrolidine-1-carboxylate

(R)-N-(tert-butoxycarbonyl)-α-methylproline ethyl ester

Downstream raw materials:

C₅₆H₇₉N₅O₇