2-(di-(l)-methylphosphono)thiolane

Base Information

• Chemical Name: 2-(di-(l)-methylphosphono)thiolane
• CAS No.: 293329-48-3
• Molecular Formula: C₂₄H₄₅O₃PS
• Molecular Weight: 444.659
• Mol file: 293329-48-3.mol

Synonyms:2-(di-(l)-methylphosphono)thiolane

Chemical Property of 2-(di-(l)-methylphosphono)thiolane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(di-(l)-methylphosphono)thiolane

There total 6 articles about 2-(di-(l)-methylphosphono)thiolane 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:

di-(l)-menthyl (allylsulfanyl)methylphosphonate (293329-46-1) → 2-(di-(l)-methylphosphono)thiolane (293329-48-3) + (R)-(Tetrahydro-thiophen-2-yl)-phosphonic acid bis-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl) ester

Guidance literature:

di-(l)-menthyl (allylsulfanyl)methylphosphonate; With N,N,N,N,N,N-hexamethylphosphoric triamide; sec.-butyllithium; In tetrahydrofuran; at -75 - -72 ℃; for 1.25h;

With hydrogenchloride; In tetrahydrofuran; water;

With 2,2'-azobis(isobutyronitrile); In tetrahydrofuran; for 0.583333h; Further stages.; Irradiation;

DOI:10.1021/ol005937j

Reference yield:

hydrogen di[(1R,2S,5R)-menthyl] phosphite (211183-18-5) → 2-(di-(l)-methylphosphono)thiolane (293329-48-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium hydride / tetrahydrofuran / 3 h / 0 °C

1.2: tetrahydrofuran / 2 h / 20 °C

1.3: 82 percent / tetrahydrofuran / 20 °C

2.1: NaBH₄ / ethanol / 5 h / 0 - 70 °C

3.1: 95 percent / 20 °C

4.1: sec-BuLi; HMPA / tetrahydrofuran / 1.25 h / -75 - -72 °C

4.2: HCl / tetrahydrofuran; H₂O

4.3: AIBN / tetrahydrofuran / 0.58 h / Irradiation

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; sec.-butyllithium; potassium hydride; In tetrahydrofuran; ethanol; 1.1: Deprotonation / 1.2: Addition / 1.3: Methylation / 2.1: Reduction / 3.1: Addition / 4.1: Rearrangement / 4.2: Hydrolysis / 4.3: Cyclization;

DOI:10.1021/ol005937j

Reference yield:

Mercaptomethyl-phosphonic acid bis-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl) ester → 2-(di-(l)-methylphosphono)thiolane (293329-48-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 95 percent / 20 °C

2.1: sec-BuLi; HMPA / tetrahydrofuran / 1.25 h / -75 - -72 °C

2.2: HCl / tetrahydrofuran; H₂O

2.3: AIBN / tetrahydrofuran / 0.58 h / Irradiation

With N,N,N,N,N,N-hexamethylphosphoric triamide; sec.-butyllithium; In tetrahydrofuran; 1.1: Addition / 2.1: Rearrangement / 2.2: Hydrolysis / 2.3: Cyclization;

DOI:10.1021/ol005937j

upstream raw materials:

di-(l)menthyl (1-mercaptobut-3-enyl)phosphonate

di-(l)-menthyl (allylsulfanyl)methylphosphonate

hydrogen di[(1R,2S,5R)-menthyl] phosphite

S-methyl O,O-di-(-)-menthyl phosphonodithioformate