Phosphine oxide, [(2Z)-2-[(3S,5R)-5-[(3-methyl-2-butenyl)oxy]-2-methylene-3-[(tetrahydro- 2H-pyran-2-yl)oxy]cyclohexylidene]ethyl]diphenyl-

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Chemical Name:Phosphine oxide, [(2Z)-2-[(3S,5R)-5-[(3-methyl-2-butenyl)oxy]-2-methylene-3-[(tetrahydro- 2H-pyran-2-yl)oxy]cyclohexylidene]ethyl]diphenyl-
CAS No.:342644-82-0
Molecular Formula:C31H39O4P
Molecular Weight:506.622
Hs Code.:

Phosphine oxide,
[(2Z)-2-[(3S,5R)-5-[(3-methyl-2-butenyl)oxy]-2-methylene-3-[(tetrahydro-
2H-pyran-2-yl)oxy]cyclohexylidene]ethyl]diphenyl-

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Chemical Property of Phosphine oxide, [(2Z)-2-[(3S,5R)-5-[(3-methyl-2-butenyl)oxy]-2-methylene-3-[(tetrahydro- 2H-pyran-2-yl)oxy]cyclohexylidene]ethyl]diphenyl-

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Technology Process of Phosphine oxide, [(2Z)-2-[(3S,5R)-5-[(3-methyl-2-butenyl)oxy]-2-methylene-3-[(tetrahydro- 2H-pyran-2-yl)oxy]cyclohexylidene]ethyl]diphenyl-

There total 18 articles about Phosphine oxide, [(2Z)-2-[(3S,5R)-5-[(3-methyl-2-butenyl)oxy]-2-methylene-3-[(tetrahydro- 2H-pyran-2-yl)oxy]cyclohexylidene]ethyl]diphenyl- 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:

: {2-[(3S,5R)-5-(3-Methyl-but-2-enyloxy)-2-methylene-3-(tetrahydro-pyran-2-yloxy)-cyclohex-(Z)-ylidene]-ethyl}-diphenyl-phosphane

: 342644-82-0
[3S-(1Z,3β,5α)]-[2-[5-(3-methyl-2-butenoxy)-3-tetrahydropyranyloxy-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

Guidance literature:: With dihydrogen peroxide; In chloroform; for 0.0166667h;
DOI:10.1021/ja003976k

Reference yield:

: 342644-76-2
(3S,5S)-5,6-epoxy-3-tetrahydropyranyloxy-1-hexene

: 342644-82-0
[3S-(1Z,3β,5α)]-[2-[5-(3-methyl-2-butenoxy)-3-tetrahydropyranyloxy-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

Guidance literature:: Multi-step reaction with 15 steps

1.1: MgSO₄ / methanol; H₂O / 12 h / 20 °C

2.1: imidazole / dimethylformamide / 10 h / 20 °C

3.1: DIBAL / CH₂Cl₂; toluene / 1 h / -78 °C

4.1: 12.30 g / NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol / 1 h / 0 °C

5.1: carbonyl diimidazole / tetrahydrofuran / 3 h / 20 °C

5.2: tetrahydrofuran / 24 h / 20 °C

6.1: NaH / tetrahydrofuran; various solvent(s) / 0.5 h / 0 °C

6.2: tetrahydrofuran; various solvent(s) / 12 h / 20 °C

7.1: 13.14 g / DIBAL / toluene; tetrahydrofuran / 2 h / -78 °C

8.1: 57 percent / Pd(OAc)2; PPh₃; Et₃N / dimethylformamide / 6 h / 30 °C

9.1: 91 percent / pyridine; DMAP / CH₂Cl₂ / 1 h / 0 °C

10.1: 99 percent / TBAF*xH₂O / tetrahydrofuran / 1 h / 20 °C

11.1: 77 percent / NaH; tetrabutylammonium iodide / dimethylformamide; various solvent(s) / 20 h / 20 °C

12.1: 86 percent / DIBAL / CH₂Cl₂; toluene / 0.67 h / -78 °C

13.1: 2,6-lutidine; LiCl / dimethylformamide / 0.5 h / 0 °C

13.2: 87 percent / methanesulfonyl chloride / dimethylformamide / 0.67 h / 0 °C

14.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -50 °C

15.1: 2.22 g / aq. H₂O₂ / CHCl₃ / 0.02 h

With pyridine; 1H-imidazole; 2,6-dimethylpyridine; dmap; palladium diacetate; sodium chlorite; sodium dihydrogenphosphate; n-butyllithium; 2-methyl-but-2-ene; tetrabutyl ammonium fluoride; dihydrogen peroxide; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; magnesium sulfate; triethylamine; triphenylphosphine; 1,1'-carbonyldiimidazole; lithium chloride; In tetrahydrofuran; methanol; hexane; dichloromethane; chloroform; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; 8.1: Mizoroki-Heck reaction;
DOI:10.1021/ja003976k

Reference yield:

: (4S)-5-chloro-2-[(2-ethoxyethyl)oxy]-4-hydroxy-2-vinylpentanitrile

: 342644-82-0
[3S-(1Z,3β,5α)]-[2-[5-(3-methyl-2-butenoxy)-3-tetrahydropyranyloxy-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

Guidance literature:: Multi-step reaction with 18 steps

1.1: copper(II)sulfate pentahydrate / methanol; H₂O / 1.5 h / 60 °C

2.1: Me₄NBH(OAc)3; AcOH / acetonitrile / 6 h / -40 - -20 °C

3.1: 66 percent / (+)-10-camphorsulfonic acid / CH₂Cl₂ / 1 h / 0 - 20 °C

4.1: MgSO₄ / methanol; H₂O / 12 h / 20 °C

5.1: imidazole / dimethylformamide / 10 h / 20 °C

6.1: DIBAL / CH₂Cl₂; toluene / 1 h / -78 °C

7.1: 12.30 g / NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol / 1 h / 0 °C

8.1: carbonyl diimidazole / tetrahydrofuran / 3 h / 20 °C

8.2: tetrahydrofuran / 24 h / 20 °C

9.1: NaH / tetrahydrofuran; various solvent(s) / 0.5 h / 0 °C

9.2: tetrahydrofuran; various solvent(s) / 12 h / 20 °C

10.1: 13.14 g / DIBAL / toluene; tetrahydrofuran / 2 h / -78 °C

11.1: 57 percent / Pd(OAc)2; PPh₃; Et₃N / dimethylformamide / 6 h / 30 °C

12.1: 91 percent / pyridine; DMAP / CH₂Cl₂ / 1 h / 0 °C

13.1: 99 percent / TBAF*xH₂O / tetrahydrofuran / 1 h / 20 °C

14.1: 77 percent / NaH; tetrabutylammonium iodide / dimethylformamide; various solvent(s) / 20 h / 20 °C

15.1: 86 percent / DIBAL / CH₂Cl₂; toluene / 0.67 h / -78 °C

16.1: 2,6-lutidine; LiCl / dimethylformamide / 0.5 h / 0 °C

16.2: 87 percent / methanesulfonyl chloride / dimethylformamide / 0.67 h / 0 °C

17.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -50 °C

18.1: 2.22 g / aq. H₂O₂ / CHCl₃ / 0.02 h

With pyridine; 1H-imidazole; 2,6-dimethylpyridine; dmap; palladium diacetate; sodium chlorite; sodium dihydrogenphosphate; n-butyllithium; 2-methyl-but-2-ene; tetrabutyl ammonium fluoride; dihydrogen peroxide; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; magnesium sulfate; copper(II) sulfate; acetic acid; (+)-10-camphorsulfonic acid; triethylamine; triphenylphosphine; 1,1'-carbonyldiimidazole; lithium chloride; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; methanol; hexane; dichloromethane; chloroform; water; N,N-dimethyl-formamide; toluene; acetonitrile; tert-butyl alcohol; 11.1: Mizoroki-Heck reaction;
DOI:10.1021/ja003976k