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

Base Information

• Chemical Name: S-methyl O,O-di-(-)-menthyl phosphonodithioformate
• CAS No.: 319425-74-6
• Molecular Formula: C₂₂H₄₁O₃PS₂
• Molecular Weight: 448.671
• Mol file: 319425-74-6.mol

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

Chemical Property of S-methyl O,O-di-(-)-menthyl phosphonodithioformate

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of S-methyl O,O-di-(-)-menthyl phosphonodithioformate

There total 1 articles about S-methyl O,O-di-(-)-menthyl phosphonodithioformate 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: 82.0%

carbon disulfide (75-15-0,12122-00-8) + hydrogen di[(1R,2S,5R)-menthyl] phosphite (211183-18-5) + methyl iodide (74-88-4) → S-methyl O,O-di-(-)-menthyl phosphonodithioformate (319425-74-6)

Guidance literature:

hydrogen di[(1R,2S,5R)-menthyl] phosphite; With potassium hydride; In tetrahydrofuran; at 0 ℃; for 3h;

carbon disulfide; In tetrahydrofuran; at 20 ℃; for 2h;

methyl iodide; In tetrahydrofuran; at 20 ℃; Further stages.;

DOI:10.1021/ol005937j

Reference yield: 99.0%

2,3-dimethyl-buta-1,3-diene (513-81-5) + S-methyl O,O-di-(-)-menthyl phosphonodithioformate (319425-74-6) → di((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl) [4,5-dimethyl-2-(methylsulfanyl)-3,6-dihydro-2H-thiopyran-2-yl]phosphonate (1361955-18-1)

Guidance literature:

In dichloromethane; at 20 ℃; for 24h; optical yield given as %de; diastereoselective reaction;

DOI:10.1016/j.tet.2012.01.039

Reference yield: 79.0%

buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2) + S-methyl O,O-di-(-)-menthyl phosphonodithioformate (319425-74-6) → di((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl) [2-(methylsulfanyl)-3,6-dihydro-2H-thiopyran-2-yl]phosphonate (1361955-30-7)

Guidance literature:

In dichloromethane; at -78 - 20 ℃;

DOI:10.1016/j.tet.2012.01.039

upstream raw materials:

carbon disulfide

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

methyl iodide

Downstream raw materials:

di-(l)-menthyl (allylsulfanyl)methylphosphonate

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

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

di((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl) [2-(methylsulfanyl)-3,6-dihydro-2H-thiopyran-2-yl]phosphonate