(2S,R_S)-diethyl 1,1-difluoro-2-hydroxy-6-methyl-3-(4-methylphenylsulfinyl)-hept-5-enylphosphonate

Base Information

• Chemical Name: (2S,R_S)-diethyl 1,1-difluoro-2-hydroxy-6-methyl-3-(4-methylphenylsulfinyl)-hept-5-enylphosphonate
• CAS No.: 246028-17-1
• Molecular Formula: C₁₉H₂₉F₂O₅PS
• Molecular Weight: 438.473

Synonyms:(2S,R_S)-diethyl 1,1-difluoro-2-hydroxy-6-methyl-3-(4-methylphenylsulfinyl)-hept-5-enylphosphonate

Chemical Property of (2S,R_S)-diethyl 1,1-difluoro-2-hydroxy-6-methyl-3-(4-methylphenylsulfinyl)-hept-5-enylphosphonate

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of (2S,R_S)-diethyl 1,1-difluoro-2-hydroxy-6-methyl-3-(4-methylphenylsulfinyl)-hept-5-enylphosphonate

There total 3 articles about (2S,R_S)-diethyl 1,1-difluoro-2-hydroxy-6-methyl-3-(4-methylphenylsulfinyl)-hept-5-enylphosphonate 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: 6.0%

(RS)-diethyl 1,1-difluoro-6-methyl-3-(4-methylphenylsulfinyl)-2-oxo-hept-5-enylphosphonate (1026461-22-2) → (E)-diethyl 1,1-difluoro-2-hydroxy-6-methylhepta-3,5-dienylphosphonate + (2S,RS)-diethyl 1,1-difluoro-2-hydroxy-6-methyl-3-(4-methylphenylsulfinyl)-hept-5-enylphosphonate (246028-17-1) + (2R,RS)-diethyl 1,1-difluoro-2-hydroxy-6-methyl-3-(4-methylphenylsulfinyl)-hept-5-enylphosphonate (246028-15-9)

Guidance literature:

With sodium tetrahydroborate; In methanol; ammonium hydroxide; at 0 ℃; for 0.166667h;

DOI:10.1002/(sici)1099-0690(199909)1999:9<2149::aid-ejoc2149>3.0.co;2-d

Reference yield:

diethyl (ethoxycarbonyl)(difluoromethyl)phosphonate (17843-01-5) → (2S,RS)-diethyl 1,1-difluoro-2-hydroxy-6-methyl-3-(4-methylphenylsulfinyl)-hept-5-enylphosphonate (246028-17-1)

Guidance literature:

Multi-step reaction with 2 steps

1: LDA / tetrahydrofuran / 0.03 h / -70 °C

2: NaBH₄ / methanol; aq. NH₃ / 0.17 h / 0 °C

With sodium tetrahydroborate; lithium diisopropyl amide; In tetrahydrofuran; methanol; ammonium hydroxide; 1: Condensation / 2: Hydrogenation;

DOI:10.1002/(sici)1099-0690(199909)1999:9<2149::aid-ejoc2149>3.0.co;2-d

Reference yield:

(R)-1-<(4-methylphenyl)sulphinyl>-4-methyl-3-pentene (115878-99-4) → (2S,RS)-diethyl 1,1-difluoro-2-hydroxy-6-methyl-3-(4-methylphenylsulfinyl)-hept-5-enylphosphonate (246028-17-1)

Guidance literature:

Multi-step reaction with 2 steps

1: LDA / tetrahydrofuran / 0.03 h / -70 °C

2: NaBH₄ / methanol; aq. NH₃ / 0.17 h / 0 °C

With sodium tetrahydroborate; lithium diisopropyl amide; In tetrahydrofuran; methanol; ammonium hydroxide; 1: Condensation / 2: Hydrogenation;

DOI:10.1002/(sici)1099-0690(199909)1999:9<2149::aid-ejoc2149>3.0.co;2-d

upstream raw materials:

(R_S)-diethyl 1,1-difluoro-6-methyl-3-(4-methylphenylsulfinyl)-2-oxo-hept-5-enylphosphonate

diethyl (ethoxycarbonyl)(difluoromethyl)phosphonate

(R)-1-<(4-methylphenyl)sulphinyl>-4-methyl-3-pentene

Downstream raw materials:

(2S)-diethyl 1,1-difluoro-2-hydroxy-6-methyl-3-(4-methylphenylsulfenyl)-hept-5-enylphosphonate

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