N-(p-toluenesulfonyl)-cis-3-methylprolinol

Base Information

• Chemical Name: N-(p-toluenesulfonyl)-cis-3-methylprolinol
• CAS No.: 76251-47-3
• Molecular Formula: C₁₃H₁₉NO₃S
• Molecular Weight: 269.365
• Mol file: 76251-47-3.mol

Synonyms:N-(p-toluenesulfonyl)-cis-3-methylprolinol

Chemical Property of N-(p-toluenesulfonyl)-cis-3-methylprolinol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(p-toluenesulfonyl)-cis-3-methylprolinol

There total 2 articles about N-(p-toluenesulfonyl)-cis-3-methylprolinol 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:

2,2-diethyl 3-methyl-5-oxopyrrolidine-2,2-dicarboxylate (2446-12-0) → N-(p-toluenesulfonyl)-cis-3-methylprolinol (76251-47-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) 1N sodium hydroxide / 1.) ethanol, 24 deg C, 16 h, 2.) 150 deg C, 0.5 h

2: 1. lithium aluminium hydride / 1.) Tetrahydrofuran, reflux, 18 h; 2.) acetone, 2 h

With sodium hydroxide; lithium aluminium tetrahydride;

DOI:10.1021/jo00318a042

Reference yield:

ethyl cis-3-methylpyroglutamate (76318-70-2) + p-toluenesulfonyl chloride (98-59-9) → N-(p-toluenesulfonyl)-cis-3-methylprolinol (76251-47-3)

Guidance literature:

With lithium aluminium tetrahydride; Yield given. Multistep reaction; 1.) Tetrahydrofuran, reflux, 18 h; 2.) acetone, 2 h;

DOI:10.1021/jo00318a042

Reference yield: 84.0%

N-(p-toluenesulfonyl)-cis-3-methylprolinol (76251-47-3) → N-(p-toluenesulfonyl)-cis-3-methylproline (76318-74-6,3253-26-7,33443-67-3,76318-76-8,83434-52-0,83434-53-1)

Guidance literature:

With chromium(VI) oxide; sulfuric acid; In water; acetone; for 1.5h;

DOI:10.1021/jo00318a042

upstream raw materials:

ethyl cis-3-methylpyroglutamate

p-toluenesulfonyl chloride

2,2-diethyl 3-methyl-5-oxopyrrolidine-2,2-dicarboxylate

Downstream raw materials:

N-(p-toluenesulfonyl)-cis-3-methylproline