2-<3-(diphenylphosphinyl)-1-propenyl>-4-methoxy-5-methyl-(E)-benzoic acid

Base Information

• Chemical Name: 2-<3-(diphenylphosphinyl)-1-propenyl>-4-methoxy-5-methyl-(E)-benzoic acid
• CAS No.: 82045-37-2
• Molecular Formula: C₂₅H₂₅O₄P
• Molecular Weight: 420.445
• Mol file: 82045-37-2.mol

Synonyms:2-<3-(diphenylphosphinyl)-1-propenyl>-4-methoxy-5-methyl-(E)-benzoic acid

Chemical Property of 2-<3-(diphenylphosphinyl)-1-propenyl>-4-methoxy-5-methyl-(E)-benzoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-<3-(diphenylphosphinyl)-1-propenyl>-4-methoxy-5-methyl-(E)-benzoic acid

There total 1 articles about 2-<3-(diphenylphosphinyl)-1-propenyl>-4-methoxy-5-methyl-(E)-benzoic acid 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:

3-ethenyl-5-methoxy-3,6-dimethyl-1(3H)-isobenzofuranone (87503-68-2) + lithium diphenylphosphide (65567-06-8,4541-02-0) → 2-<3-(diphenylphosphinyl)-1-propenyl>-4-methoxy-5-methyl-(Z)-benzoic acid (82045-53-2) + 2-<3-(diphenylphosphinyl)-1-propenyl>-4-methoxy-5-methyl-(E)-benzoic acid (82045-37-2)

Guidance literature:

With oxygen; Multistep reaction; 1.) THF, -22 deg C - 25 deg C, 3 h, 2.) CHCl₃, 18 h;

DOI:10.1021/ja00378a045

Reference yield:

2-<3-(diphenylphosphinyl)-1-propenyl>-4-methoxy-5-methyl-(E)-benzoic acid (82045-37-2) → 2-[(1E,3E,7E)-(R)-9-((2S,4R,6S,8S,9R)-4-Hydroxy-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl)-1,5,7-trimethyl-nona-1,3,7-trienyl]-4-methoxy-5-methyl-benzoic acid methyl ester

Guidance literature:

Multi-step reaction with 3 steps

2: 83 percent / sodium hexamethyldisilazide / tetrahydrofuran / 0.17 h / -78 °C

3: Bu₄NF*THF / tetrahydrofuran / 4 h / 25 °C

With tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; In tetrahydrofuran;

DOI:10.1021/ja00270a027

Reference yield:

2-<3-(diphenylphosphinyl)-1-propenyl>-4-methoxy-5-methyl-(E)-benzoic acid (82045-37-2) → 2-{(1E,3Z,7E)-(S)-9-[(2S,4R,6S,8S,9R)-4-(tert-Butyl-dimethyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-1,5,7-trimethyl-nona-1,3,7-trienyl}-4-methoxy-5-methyl-benzoic acid methyl ester

Guidance literature:

Multi-step reaction with 2 steps

2: sodium hexamethyldisilazide / tetrahydrofuran / 0.17 h / -78 °C

With sodium hexamethyldisilazane; In tetrahydrofuran;

DOI:10.1021/ja00270a027

upstream raw materials:

3-ethenyl-5-methoxy-3,6-dimethyl-1(3H)-isobenzofuranone

lithium diphenylphosphide

Downstream raw materials:

2-[(E)-3-(Diphenyl-phosphinoyl)-1-methyl-propenyl]-4-methoxy-5-methyl-benzoic acid methyl ester

2-[(1E,3E,7E)-(S)-9-((2S,4R,6S,8S,9R)-4-Hydroxy-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl)-1,5,7-trimethyl-nona-1,3,7-trienyl]-4-methoxy-5-methyl-benzoic acid methyl ester

2-[(1E,3E,7E)-(R)-9-((2S,4R,6S,8S,9R)-4-Hydroxy-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl)-1,5,7-trimethyl-nona-1,3,7-trienyl]-4-methoxy-5-methyl-benzoic acid methyl ester

2-{(1E,3E,7E)-(S)-9-[(2S,4R,6S,8S,9R)-4-(tert-Butyl-dimethyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-1,5,7-trimethyl-nona-1,3,7-trienyl}-4-methoxy-5-methyl-benzoic acid methyl ester