[3R-(1Z,3β,4α,5α)]-[2-[5-[3-[(1,1-dimethylethyl)dimethylsilyloxy]-propoxy]-3,4-isopropylidenedioxy-2-methylenecyclohexylidene]ethyl]-diphenylphosphine oxide

Base Information

Chemical Name:[3R-(1Z,3β,4α,5α)]-[2-[5-[3-[(1,1-dimethylethyl)dimethylsilyloxy]-propoxy]-3,4-isopropylidenedioxy-2-methylenecyclohexylidene]ethyl]-diphenylphosphine oxide
CAS No.:342644-87-5
Molecular Formula:C₃₃H₄₇O₅PSi
Molecular Weight:582.792
Hs Code.:

[3R-(1Z,3β,4α,5α)]-[2-[5-[3-[(1,1-dimethylethyl)dimethylsilyloxy]-propoxy]-3,4-isopropylidenedioxy-2-methylenecyclohexylidene]ethyl]-diphenylphosphine oxide

Synonyms:[3R-(1Z,3β,4α,5α)]-[2-[5-[3-[(1,1-dimethylethyl)dimethylsilyloxy]-propoxy]-3,4-isopropylidenedioxy-2-methylenecyclohexylidene]ethyl]-diphenylphosphine oxide

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Chemical Property of [3R-(1Z,3β,4α,5α)]-[2-[5-[3-[(1,1-dimethylethyl)dimethylsilyloxy]-propoxy]-3,4-isopropylidenedioxy-2-methylenecyclohexylidene]ethyl]-diphenylphosphine oxide

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Technology Process of [3R-(1Z,3β,4α,5α)]-[2-[5-[3-[(1,1-dimethylethyl)dimethylsilyloxy]-propoxy]-3,4-isopropylidenedioxy-2-methylenecyclohexylidene]ethyl]-diphenylphosphine oxide

There total 8 articles about [3R-(1Z,3β,4α,5α)]-[2-[5-[3-[(1,1-dimethylethyl)dimethylsilyloxy]-propoxy]-3,4-isopropylidenedioxy-2-methylenecyclohexylidene]ethyl]-diphenylphosphine oxide 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-[(3aR,7R,7aR)-7-[3-(tert-Butyl-dimethyl-silanyloxy)-propoxy]-2,2-dimethyl-4-methylene-tetrahydro-benzo[1,3]dioxol-(5Z)-ylidene]-ethyl}-diphenyl-phosphane

: 342644-87-5
[3R-(1Z,3β,4α,5α)]-[2-[5-[3-[(1,1-dimethylethyl)dimethylsilyloxy]-propoxy]-3,4-isopropylidenedioxy-2-methylenecyclohexylidene]ethyl]-diphenylphosphine oxide

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

Reference yield:

: 244278-87-3
[3R-(1Z,3β,4α,5α)]-2-[5-(1,1-dimethylethyl)dimethylsilyloxy-3,4-isopropylidenedioxy-2-methylenecyclohexylidene]ethanol

: 342644-87-5
[3R-(1Z,3β,4α,5α)]-[2-[5-[3-[(1,1-dimethylethyl)dimethylsilyloxy]-propoxy]-3,4-isopropylidenedioxy-2-methylenecyclohexylidene]ethyl]-diphenylphosphine oxide

Guidance literature:: Multi-step reaction with 8 steps

1.1: 83 percent / pyridine; DMAP / CH₂Cl₂ / 1 h / 0 °C

2.1: 98 percent / TBAF*xH₂O / tetrahydrofuran / 1 h / 20 °C

3.1: 57 percent / Me₄NOH; aq. NaOH / toluene / 48 h / 20 °C

4.1: 100 percent / LiAlH₄ / tetrahydrofuran / 0.33 h / 0 °C

5.1: NCS; Me₂S / CH₂Cl₂ / 0.33 h / 0 °C

5.2: 2,2-dimethoxypropane; CSA / CH₂Cl₂ / 20 °C

6.1: 1.40 g / imidazole / CH₂Cl₂ / 0.25 h / 20 °C

7.1: n-BuLi / hexane; tetrahydrofuran / 0.33 h / -50 °C

8.1: 2.79 g / aq. H₂O₂ / CHCl₃ / 0.02 h

With pyridine; 1H-imidazole; dmap; sodium hydroxide; N-chloro-succinimide; lithium aluminium tetrahydride; n-butyllithium; dimethylsulfide; tetramethyl ammoniumhydroxide; tetrabutyl ammonium fluoride; dihydrogen peroxide; In tetrahydrofuran; hexane; dichloromethane; chloroform; toluene; 3.1: Michael addition;
DOI:10.1021/ja003976k

Reference yield:

: 342645-76-5
[3R-(1Z,3β,4α,5α)]-2-[5-(3-hydroxypropoxy)-3,4-isopropylidenedioxy-2-methylenecyclohexylidene]-1-chloroethane

: 342644-87-5
[3R-(1Z,3β,4α,5α)]-[2-[5-[3-[(1,1-dimethylethyl)dimethylsilyloxy]-propoxy]-3,4-isopropylidenedioxy-2-methylenecyclohexylidene]ethyl]-diphenylphosphine oxide

Guidance literature:: Multi-step reaction with 3 steps

1: 1.40 g / imidazole / CH₂Cl₂ / 0.25 h / 20 °C

2: n-BuLi / hexane; tetrahydrofuran / 0.33 h / -50 °C

3: 2.79 g / aq. H₂O₂ / CHCl₃ / 0.02 h

With 1H-imidazole; n-butyllithium; dihydrogen peroxide; In tetrahydrofuran; hexane; dichloromethane; chloroform;
DOI:10.1021/ja003976k