(4S)-1,2,3,4-tetrahydro-4-[3-(3-methoxypropoxy)phenyl]-2-thioxo-5H-indeno[1,2-d]pyrimidin-5-one

Base Information

• Chemical Name: (4S)-1,2,3,4-tetrahydro-4-[3-(3-methoxypropoxy)phenyl]-2-thioxo-5H-indeno[1,2-d]pyrimidin-5-one
• CAS No.: 1198174-48-9
• Molecular Formula: C₂₁H₂₀N₂O₃S
• Molecular Weight: 380.467
• Mol file: 1198174-48-9.mol

Synonyms:(4S)-1,2,3,4-tetrahydro-4-[3-(3-methoxypropoxy)phenyl]-2-thioxo-5H-indeno[1,2-d]pyrimidin-5-one

Chemical Property of (4S)-1,2,3,4-tetrahydro-4-[3-(3-methoxypropoxy)phenyl]-2-thioxo-5H-indeno[1,2-d]pyrimidin-5-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S)-1,2,3,4-tetrahydro-4-[3-(3-methoxypropoxy)phenyl]-2-thioxo-5H-indeno[1,2-d]pyrimidin-5-one

There total 4 articles about (4S)-1,2,3,4-tetrahydro-4-[3-(3-methoxypropoxy)phenyl]-2-thioxo-5H-indeno[1,2-d]pyrimidin-5-one 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: 38.0%

1,2,3,4-tetrahydro-4-[3-(3-methoxypropoxy)phenyl]-2-thioxo-5H-indeno[1,2-d]pyrimidin-5-one (1198174-18-3) → (4R)-1,2,3,4-tetrahydro-4-[3-(3-methoxypropoxy)phenyl]-2-thioxo-5H-indeno[1,2-d]pyrimidin-5-one (1198174-47-8) + (4S)-1,2,3,4-tetrahydro-4-[3-(3-methoxypropoxy)phenyl]-2-thioxo-5H-indeno[1,2-d]pyrimidin-5-one (1198174-48-9)

Guidance literature:

Resolution of racemate; Supercritical conditions;

DOI:10.1016/j.bmcl.2011.12.068

Reference yield:

1H-indene-1,3(2H)-dione (606-23-5) + 3-(3-methoxypropoxy)benzaldehyde (947274-14-8) + thiourea (17356-08-0) → (4R)-1,2,3,4-tetrahydro-4-[3-(3-methoxypropoxy)phenyl]-2-thioxo-5H-indeno[1,2-d]pyrimidin-5-one (1198174-47-8) + (4S)-1,2,3,4-tetrahydro-4-[3-(3-methoxypropoxy)phenyl]-2-thioxo-5H-indeno[1,2-d]pyrimidin-5-one (1198174-48-9)

Guidance literature:

1H-indene-1,3(2H)-dione; 3-(3-methoxypropoxy)benzaldehyde; thiourea; With hydrogenchloride; In water; acetonitrile; at 110 ℃; for 0.416667h; Microwave irradiation;

In methanol; carbon dioxide; isopropylamine; at 40 ℃; under 75007.5 Torr; Resolution of racemate;

Reference yield:

meta-hydroxybenzaldehyde (100-83-4) → (4R)-1,2,3,4-tetrahydro-4-[3-(3-methoxypropoxy)phenyl]-2-thioxo-5H-indeno[1,2-d]pyrimidin-5-one (1198174-47-8) + (4S)-1,2,3,4-tetrahydro-4-[3-(3-methoxypropoxy)phenyl]-2-thioxo-5H-indeno[1,2-d]pyrimidin-5-one (1198174-48-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / methanol / 0.67 h / 100 - 110 °C / Microwave irradiation

2.1: hydrogenchloride / water; acetonitrile / 0.42 h / 110 °C / Microwave irradiation

2.2: Diacel AS-H / 40 °C / 75007.5 Torr / Resolution of racemate

With hydrogenchloride; potassium carbonate; In methanol; water; acetonitrile;

upstream raw materials:

1H-indene-1,3(2H)-dione

3-(3-methoxypropoxy)benzaldehyde

thiourea

1,2,3,4-tetrahydro-4-[3-(3-methoxypropoxy)phenyl]-2-thioxo-5H-indeno[1,2-d]pyrimidin-5-one