(1S,2S,3S)-2-(Dimethoxy-phosphoryl)-3-phenyl-2-((S)-toluene-4-sulfinyl)-cyclopropanecarboxylic acid methyl ester

Base Information

• Chemical Name: (1S,2S,3S)-2-(Dimethoxy-phosphoryl)-3-phenyl-2-((S)-toluene-4-sulfinyl)-cyclopropanecarboxylic acid methyl ester
• CAS No.: 459216-68-3
• Molecular Formula: C₂₀H₂₃O₆PS
• Molecular Weight: 422.439

Synonyms:(1S,2S,3S)-2-(Dimethoxy-phosphoryl)-3-phenyl-2-((S)-toluene-4-sulfinyl)-cyclopropanecarboxylic acid methyl ester

Chemical Property of (1S,2S,3S)-2-(Dimethoxy-phosphoryl)-3-phenyl-2-((S)-toluene-4-sulfinyl)-cyclopropanecarboxylic acid methyl ester

Chemical Property:

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Technology Process of (1S,2S,3S)-2-(Dimethoxy-phosphoryl)-3-phenyl-2-((S)-toluene-4-sulfinyl)-cyclopropanecarboxylic acid methyl ester

There total 5 articles about (1S,2S,3S)-2-(Dimethoxy-phosphoryl)-3-phenyl-2-((S)-toluene-4-sulfinyl)-cyclopropanecarboxylic acid methyl ester 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: 100.0%

methanol (67-56-1) + (1S,2S,3S)-2-(Dimethoxy-phosphoryl)-3-phenyl-2-((S)-toluene-4-sulfinyl)-cyclopropanecarboxylic acid ethyl ester (459217-15-3) → (1S,2S,3S)-2-(Dimethoxy-phosphoryl)-3-phenyl-2-((S)-toluene-4-sulfinyl)-cyclopropanecarboxylic acid methyl ester (459216-68-3)

Guidance literature:

With base;

DOI:10.1016/S0040-4039(02)00374-X

Reference yield:

(+)-(S)-dimethyl-p-tolylsulfinylmethanephosphonate (63268-43-9) → (1S,2S,3S)-2-(Dimethoxy-phosphoryl)-3-phenyl-2-((S)-toluene-4-sulfinyl)-cyclopropanecarboxylic acid methyl ester (459216-68-3)

Guidance literature:

Multi-step reaction with 3 steps

1: NaH / tetrahydrofuran / 0.03 h / 70 °C

2: CH₂Cl₂ / 2 h / Heating

3: 100 percent / base

With sodium hydride; In tetrahydrofuran; dichloromethane; 1: Horner-Wittig reaction;

DOI:10.1016/S0040-4039(02)00374-X

Reference yield:

N-(benzylidene)-p-methylbenzenesulfonamide (51608-60-7) → (1S,2S,3S)-2-(Dimethoxy-phosphoryl)-3-phenyl-2-((S)-toluene-4-sulfinyl)-cyclopropanecarboxylic acid methyl ester (459216-68-3)

Guidance literature:

Multi-step reaction with 3 steps

1: NaH / tetrahydrofuran / 0.03 h / 70 °C

2: CH₂Cl₂ / 2 h / Heating

3: 100 percent / base

With sodium hydride; In tetrahydrofuran; dichloromethane; 1: Horner-Wittig reaction;

DOI:10.1016/S0040-4039(02)00374-X

upstream raw materials:

methanol

(1S,2S,3S)-2-(Dimethoxy-phosphoryl)-3-phenyl-2-((S)-toluene-4-sulfinyl)-cyclopropanecarboxylic acid ethyl ester

N-(benzylidene)-p-methylbenzenesulfonamide

benzaldehyde

Downstream raw materials:

((1R,2R,3R)-2-tert-Butoxycarbonylamino-3-phenyl-cyclopropyl)-phosphonic acid dimethyl ester

(1S,2R,3S)-2-(Dimethoxy-phosphoryl)-3-phenyl-cyclopropanecarboxylic acid

(1R,2S,3S)-1-dimethoxyphosphoryl-2-carbomethoxy-3-phenylcyclopropane

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