5-hydroxymethyl-1-p-toluenesulfonyl-1,2,3,6-tetrahydropyridine

Base Information

• Chemical Name: 5-hydroxymethyl-1-p-toluenesulfonyl-1,2,3,6-tetrahydropyridine
• CAS No.: 1234835-92-7
• Molecular Formula: C₁₃H₁₇NO₃S
• Molecular Weight: 267.349
• Mol file: 1234835-92-7.mol

Synonyms:5-hydroxymethyl-1-p-toluenesulfonyl-1,2,3,6-tetrahydropyridine

Chemical Property of 5-hydroxymethyl-1-p-toluenesulfonyl-1,2,3,6-tetrahydropyridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-hydroxymethyl-1-p-toluenesulfonyl-1,2,3,6-tetrahydropyridine

There total 6 articles about 5-hydroxymethyl-1-p-toluenesulfonyl-1,2,3,6-tetrahydropyridine 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: 78.0%

3-ethoxycarbonyl-1-(4-methylphenylsulfonyl)-1,2,5,6-tetrahydropyridine (1234836-05-5) → 5-hydroxymethyl-1-p-toluenesulfonyl-1,2,3,6-tetrahydropyridine (1234835-92-7)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/ja103901e

Reference yield: 77.0%

N-but-3-enyl-N-(2-hydroxymethylprop-2-enyl)-4-methylbenzenesulfonamide (1352479-70-9) → 5-hydroxymethyl-1-p-toluenesulfonyl-1,2,3,6-tetrahydropyridine (1234835-92-7)

Guidance literature:

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; for 15h; Reflux;

DOI:10.1016/j.tet.2015.11.040

Reference yield:

1-(1-chloroethyl) 3-methyl 5,6-dihydropyridine-1,3(2H)-dicarboxylate (92600-27-6) → 5-hydroxymethyl-1-p-toluenesulfonyl-1,2,3,6-tetrahydropyridine (1234835-92-7)

Guidance literature:

Multi-step reaction with 3 steps

1: methanol / 2 h / Inert atmosphere; Reflux

2: triethylamine / dichloromethane / 24 h / 0 °C / Inert atmosphere

3: diisobutylaluminium hydride / dichloromethane; hexane; tetrahydrofuran / 0.83 h / -78 °C / Inert atmosphere

With diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; methanol; hexane; dichloromethane;

DOI:10.1021/ol502679v

upstream raw materials:

3-ethoxycarbonyl-1-(4-methylphenylsulfonyl)-1,2,5,6-tetrahydropyridine

N-but-3-enyl-N-(2-ethoxycarbonylprop-2-enyl)-4-methylbenzenesulfonamide

N-but-3-enyl-N-(2-hydroxymethylprop-2-enyl)-4-methylbenzenesulfonamide

1-(1-chloroethyl) 3-methyl 5,6-dihydropyridine-1,3(2H)-dicarboxylate

Downstream raw materials:

C₁₅H₂₁NO₄S

acetic acid 1-(toluene-4-sulfonyl)-1,2,5,6-tetrahydro-pyridin-3-ylmethyl ester

C₂₁H₂₁NO₄S

C₂₀H₂₁NO₃S