(R)-4-(3-ISOPROPOXYPHENYL)-1,3-DIMETHYL-1,2,3,6-TETRAHYDRO-PYRIDINE

Base Information

• Chemical Name: (R)-4-(3-ISOPROPOXYPHENYL)-1,3-DIMETHYL-1,2,3,6-TETRAHYDRO-PYRIDINE
• CAS No.: 143919-32-8
• Molecular Formula: C16H23 N O
• Molecular Weight: 245.365
• Hs Code.: 2933399090
• Mol file: 143919-32-8.mol

Synonyms:Pyridine,1,2,3,6-tetrahydro-1,3-dimethyl-4-[3-(1-methylethoxy)phenyl]-, (R)-

Chemical Property of (R)-4-(3-ISOPROPOXYPHENYL)-1,3-DIMETHYL-1,2,3,6-TETRAHYDRO-PYRIDINE

Chemical Property:

• PSA: 12.47000
• LogP: 3.37660

Purity/Quality:

NLT 98% ^*data from raw suppliers

(R)-4-(3-ISOPROPOXYPHENYL)-1,3-DIMETHYL-1,2,3,6-TETRAHYDRO-PYRIDINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-4-(3-ISOPROPOXYPHENYL)-1,3-DIMETHYL-1,2,3,6-TETRAHYDRO-PYRIDINE

There total 6 articles about (R)-4-(3-ISOPROPOXYPHENYL)-1,3-DIMETHYL-1,2,3,6-TETRAHYDRO-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: 92.0%

C19H29NO4 (149541-62-8) → (R)-1,2,3,4-tetrahydro-1,3-dimethyl-4-<3-(1-methylethoxy)phenyl>pyridine (143919-32-8)

Guidance literature:

In decalin; at 190 - 195 ℃;

DOI:10.13005/ojc/340246

Reference yield:

carbonic acid, ethyl (3SR,4RS)-1,3-dimethyl-4-<3-(1-methylethoxy)phenyl>-4-piperidinyl ester (149541-62-8) → (S)-1,2,3,6-tetrahydro-1,3-dimethyl-4-[3-(1-methylethoxy)phenyl]pyridine (444904-02-3) + (R)-1,2,3,4-tetrahydro-1,3-dimethyl-4-<3-(1-methylethoxy)phenyl>pyridine (143919-32-8)

Guidance literature:

In decalin; at 190 - 195 ℃; for 24h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo951403y

Reference yield:

3-(isopropyloxy)phenylbromide (131738-73-3) → (R)-1,2,3,4-tetrahydro-1,3-dimethyl-4-<3-(1-methylethoxy)phenyl>pyridine (143919-32-8)

Guidance literature:

Multi-step reaction with 4 steps

1: n-butyllithium / tetrahydrofuran / -65 °C

2: ethyl acetate / 25 - 35 °C

3: (2S,3S)-di-4-toluoyltartaric acid / ethanol / 20 h / 25 - 35 °C / Resolution of racemate

4: decalin / 190 - 195 °C

With n-butyllithium; (2S,3S)-di-4-toluoyltartaric acid; In tetrahydrofuran; ethanol; ethyl acetate; decalin;

DOI:10.13005/ojc/340246

upstream raw materials:

carbonic acid, ethyl (3SR,4RS)-1,3-dimethyl-4-<3-(1-methylethoxy)phenyl>-4-piperidinyl ester

3-(isopropyloxy)phenylbromide

1,3-dimethyl-4-piperidinone

1,3-dimethyl-4-[3-(propan-2-yloxy)phenyl]-4-piperidinol

Downstream raw materials:

(3R,5R)-1,3,4-trimethyl-4-<3-(1-methylethoxy)phenyl>piperidine

C₁₇H₂₇NO*C₂₀H₁₈O₈

(3R,4R)-3,4-dimethyl-4-<3-(1-methylethoxy)phenyl>piperidinecarboxylic acid phenyl ester

3-[(3R,4R)-3,4-dimethylpiperidin-4-yl]phenol