1-(Toluene-4-sulfonyloxymethyl)-cyclohexanecarboxylic acid methyl ester

Base Information

• Chemical Name: 1-(Toluene-4-sulfonyloxymethyl)-cyclohexanecarboxylic acid methyl ester
• CAS No.: 104654-67-3
• Molecular Formula: C₁₆H₂₂O₅S
• Molecular Weight: 326.414
• Mol file: 104654-67-3.mol

Synonyms:1-(Toluene-4-sulfonyloxymethyl)-cyclohexanecarboxylic acid methyl ester

Chemical Property of 1-(Toluene-4-sulfonyloxymethyl)-cyclohexanecarboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-(Toluene-4-sulfonyloxymethyl)-cyclohexanecarboxylic acid methyl ester

There total 2 articles about 1-(Toluene-4-sulfonyloxymethyl)-cyclohexanecarboxylic acid methyl ester 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: 80.0%

methyl 1-hydroxymethylcyclohexanecarboxylate (104654-66-2) + p-toluenesulfonyl chloride (98-59-9) → 1-(Toluene-4-sulfonyloxymethyl)-cyclohexanecarboxylic acid methyl ester (104654-67-3)

Guidance literature:

In pyridine;

DOI:10.1246/cl.1985.1785

Reference yield:

methyl cyclohexylcarboxylate (4630-82-4) → 1-(Toluene-4-sulfonyloxymethyl)-cyclohexanecarboxylic acid methyl ester (104654-67-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / LDA / tetrahydrofuran / -78 °C

2: 80 percent / pyridine

With lithium diisopropyl amide; In tetrahydrofuran; pyridine;

DOI:10.1246/cl.1985.1785

Reference yield: 92.0%

1-(Toluene-4-sulfonyloxymethyl)-cyclohexanecarboxylic acid methyl ester (104654-67-3) → Toluene-4-sulfonic acid 1-hydroxymethyl-cyclohexylmethyl ester (104654-68-4)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 1.5h; Ambient temperature;

DOI:10.1246/cl.1985.1785

upstream raw materials:

methyl 1-hydroxymethylcyclohexanecarboxylate

p-toluenesulfonyl chloride

methyl cyclohexylcarboxylate

Downstream raw materials:

2-oxaspiro<3.5>nonane

(1-methylcyclohexyl)methanol

Toluene-4-sulfonic acid 1-hydroxymethyl-cyclohexylmethyl ester

2-oxaspiro<3.5>nona-1-one