2-((R)-1-hydroxyethyl)-6-[(R)-1-(p-toluenesulfonyloxy)ethyl]pyridine

Base Information

• Chemical Name: 2-((R)-1-hydroxyethyl)-6-[(R)-1-(p-toluenesulfonyloxy)ethyl]pyridine
• CAS No.: 923930-90-9
• Molecular Formula: C₁₆H₁₉NO₄S
• Molecular Weight: 321.397
• Mol file: 923930-90-9.mol

Synonyms:2-((R)-1-hydroxyethyl)-6-[(R)-1-(p-toluenesulfonyloxy)ethyl]pyridine

Chemical Property of 2-((R)-1-hydroxyethyl)-6-[(R)-1-(p-toluenesulfonyloxy)ethyl]pyridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-((R)-1-hydroxyethyl)-6-[(R)-1-(p-toluenesulfonyloxy)ethyl]pyridine

There total 4 articles about 2-((R)-1-hydroxyethyl)-6-[(R)-1-(p-toluenesulfonyloxy)ethyl]pyridine 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: 44.0%

(R,R)-α,α'-dimethyl-2,6-pyridinedimethanol (143329-86-6) + p-toluenesulfonyl chloride (98-59-9) → 2-((R)-1-hydroxyethyl)-6-[(R)-1-(p-toluenesulfonyloxy)ethyl]pyridine (923930-90-9) + C23H25NO6S2

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 0.75h;

DOI:10.1021/jo061729e

Reference yield:

2,6-Diacetylpyridine (1129-30-2) → 2-((R)-1-hydroxyethyl)-6-[(R)-1-(p-toluenesulfonyloxy)ethyl]pyridine (923930-90-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / NaBH₄ / methanol / 1 h / 20 °C

2: 23 percent / Novozym 435; molecular sieves 4 Angstroem / diisopropyl ether / 10 h / 20 °C

3: 100 percent / K₂CO₃ / methanol / 0.17 h / 20 °C

4: 44 percent / 4-(dimethylamino)pyridine; triethylamine / CH₂Cl₂ / 0.75 h / 20 °C

With dmap; sodium tetrahydroborate; Novozym 435; 4 A molecular sieve; potassium carbonate; triethylamine; In methanol; dichloromethane; di-isopropyl ether;

DOI:10.1021/jo061729e

Reference yield:

(R,R)-α,α'-dimethyl-2,6-pyridinedimethanol diacetate (143329-87-7) → 2-((R)-1-hydroxyethyl)-6-[(R)-1-(p-toluenesulfonyloxy)ethyl]pyridine (923930-90-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / K₂CO₃ / methanol / 0.17 h / 20 °C

2: 44 percent / 4-(dimethylamino)pyridine; triethylamine / CH₂Cl₂ / 0.75 h / 20 °C

With dmap; potassium carbonate; triethylamine; In methanol; dichloromethane;

DOI:10.1021/jo061729e

upstream raw materials:

(R,R)-α,α'-dimethyl-2,6-pyridinedimethanol

p-toluenesulfonyl chloride

2,6-Diacetylpyridine

α,α'-dihydroxy-1,3-diethylpyridine

Downstream raw materials:

2-{(S)-1-[(R)-1-phenylethyl]aminoethyl}-6-[(R)-1-(p-toluenesulfonyloxy)ethyl]pyridine

2-((R)-1-hydroxyethyl)-6-{(S)-1-[(R)-1-phenylethyl]aminoethyl}pyridine