1-[(Z)-3-(Dimethoxy-phosphoryl)-2-ethoxy-allyl]-2-oxo-cyclohexanecarboxylic acid methyl ester

Base Information

• Chemical Name: 1-[(Z)-3-(Dimethoxy-phosphoryl)-2-ethoxy-allyl]-2-oxo-cyclohexanecarboxylic acid methyl ester
• CAS No.: 73542-59-3
• Molecular Formula: C₁₅H₂₅O₇P
• Molecular Weight: 348.333
• Mol file: 73542-59-3.mol

Synonyms:1-[(Z)-3-(Dimethoxy-phosphoryl)-2-ethoxy-allyl]-2-oxo-cyclohexanecarboxylic acid methyl ester

Chemical Property of 1-[(Z)-3-(Dimethoxy-phosphoryl)-2-ethoxy-allyl]-2-oxo-cyclohexanecarboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 1-[(Z)-3-(Dimethoxy-phosphoryl)-2-ethoxy-allyl]-2-oxo-cyclohexanecarboxylic acid methyl ester

There total 3 articles about 1-[(Z)-3-(Dimethoxy-phosphoryl)-2-ethoxy-allyl]-2-oxo-cyclohexanecarboxylic 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:

dimethyl (2-oxopropyl)phosphonate (4202-14-6) → 1-[(Z)-3-(Dimethoxy-phosphoryl)-2-ethoxy-allyl]-2-oxo-cyclohexanecarboxylic acid methyl ester (73542-59-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / ferric choride hexahydrate / 72 h / Ambient temperature

2: 76 percent / N-bromosuccinimide / CCl₄ / 0.25 h / Ambient temperature; Heating; Irradiation

3: 1.) HMPA; 2.) lithium diisopropylamide / 1.) -78 deg C; 2.) THF, ice-water bath, 1 h; 3.) -78 deg C, 30 min, 0 deg C, 30 min, r.t., 6 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; N-Bromosuccinimide; iron(III) chloride; lithium diisopropyl amide; In tetrachloromethane;

DOI:10.1139/v82-166

Reference yield:

dimethyl 2-ethoxypropenylphosphonate (73542-47-9) → 1-[(Z)-3-(Dimethoxy-phosphoryl)-2-ethoxy-allyl]-2-oxo-cyclohexanecarboxylic acid methyl ester (73542-59-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / N-bromosuccinimide / CCl₄ / 0.25 h / Ambient temperature; Heating; Irradiation

2: 1.) HMPA; 2.) lithium diisopropylamide / 1.) -78 deg C; 2.) THF, ice-water bath, 1 h; 3.) -78 deg C, 30 min, 0 deg C, 30 min, r.t., 6 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; N-Bromosuccinimide; lithium diisopropyl amide; In tetrachloromethane;

DOI:10.1139/v82-166

Reference yield:

Dimethyl (3-Bromo-2-ethoxyprop-1-enyl)phosphonate (73542-48-0) + 2-(methoxycarbonyl)cyclohexanone (41302-34-5) → 1-[(Z)-3-(Dimethoxy-phosphoryl)-2-ethoxy-allyl]-2-oxo-cyclohexanecarboxylic acid methyl ester (73542-59-3)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide; Yield given. Multistep reaction; 1.) -78 deg C; 2.) THF, ice-water bath, 1 h; 3.) -78 deg C, 30 min, 0 deg C, 30 min, r.t., 6 h;

DOI:10.1139/v82-166

upstream raw materials:

Dimethyl (3-Bromo-2-ethoxyprop-1-enyl)phosphonate

2-(methoxycarbonyl)cyclohexanone

dimethyl (2-oxopropyl)phosphonate

dimethyl 2-ethoxypropenylphosphonate

Downstream raw materials:

1-[3-(Dimethoxy-phosphoryl)-2-oxo-propyl]-2-oxo-cyclohexanecarboxylic acid methyl ester