2,8-Decadienedioic acid, 4-[(diphenylphosphinyl)oxy]-, 1-[(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl] 10-(phenylmethyl) ester, (2E,4R,8E)-

Base Information

Chemical Name:2,8-Decadienedioic acid, 4-[(diphenylphosphinyl)oxy]-, 1-[(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl] 10-(phenylmethyl) ester, (2E,4R,8E)-
CAS No.:837428-39-4
Molecular Formula:C45H51O6P
Molecular Weight:718.87
Hs Code.:

2,8-Decadienedioic acid, 4-[(diphenylphosphinyl)oxy]-,
1-[(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl]
10-(phenylmethyl) ester, (2E,4R,8E)-

Synonyms:

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Chemical Property of 2,8-Decadienedioic acid, 4-[(diphenylphosphinyl)oxy]-, 1-[(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl] 10-(phenylmethyl) ester, (2E,4R,8E)-

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Technology Process of 2,8-Decadienedioic acid, 4-[(diphenylphosphinyl)oxy]-, 1-[(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl] 10-(phenylmethyl) ester, (2E,4R,8E)-

There total 8 articles about 2,8-Decadienedioic acid, 4-[(diphenylphosphinyl)oxy]-, 1-[(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl] 10-(phenylmethyl) ester, (2E,4R,8E)- 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: 91.0%

: 1499-21-4
Diphenylphosphinic chloride

: 837428-37-2
10-benzyl 1-[(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl] (2E,4R,8E)-4-hydroxydeca-2,8-dienedioate

: 837428-39-4
10-benzyl 1-[(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl] (2E,4R,8E)-4-[(diphenylphosphoryl)oxy]deca-2,8-dienedioate

Guidance literature:: With 1H-imidazole; dmap; In tetrahydrofuran; 1,2-dichloro-ethane; at 60 ℃; for 16h;
DOI:10.1021/ol0479242

Reference yield:

: 7396-44-3
benzyl diethylphosphonoacetate

: 837428-39-4
10-benzyl 1-[(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl] (2E,4R,8E)-4-[(diphenylphosphoryl)oxy]deca-2,8-dienedioate

Guidance literature:: Multi-step reaction with 2 steps

1: 81 percent / LiHMDS / tetrahydrofuran; toluene / 14 h / 0 °C

2: 91 percent / imidazole / 1,2-dichloro-ethane; tetrahydrofuran / 16 h / 60 °C

With 1H-imidazole; lithium hexamethyldisilazane; In tetrahydrofuran; 1,2-dichloro-ethane; toluene; 1: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/jo052233k

Reference yield:

: 100-73-2
acrolein dimer

: 837428-39-4
10-benzyl 1-[(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl] (2E,4R,8E)-4-[(diphenylphosphoryl)oxy]deca-2,8-dienedioate

Guidance literature:: Multi-step reaction with 4 steps

1: NaHMDS; 18-crown-6 / tetrahydrofuran; toluene / 2 h / -78 °C

2: 81 percent / aq. p-toluenesulfonic acid hydrate / tetrahydrofuran / 20 h / 32 °C

3: 81 percent / LiHMDS / tetrahydrofuran; toluene / 14 h / 0 °C

4: 91 percent / imidazole / 1,2-dichloro-ethane; tetrahydrofuran / 16 h / 60 °C

With 1H-imidazole; 18-crown-6 ether; sodium hexamethyldisilazane; toluene-4-sulfonic acid; lithium hexamethyldisilazane; In tetrahydrofuran; 1,2-dichloro-ethane; toluene; 1: Horner-Wadsworth-Emmons reaction / 3: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/jo052233k