[3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[2-(ethoxycarbonyl)ethoxy]-2-methylenecyclohexylidene]ethyl trimethylacetate

Base Information

Chemical Name:[3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[2-(ethoxycarbonyl)ethoxy]-2-methylenecyclohexylidene]ethyl trimethylacetate
CAS No.:342645-81-2
Molecular Formula:C₃₁H₅₈O₇Si₂
Molecular Weight:598.968
Hs Code.:

[3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[2-(ethoxycarbonyl)ethoxy]-2-methylenecyclohexylidene]ethyl trimethylacetate

Synonyms:[3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[2-(ethoxycarbonyl)ethoxy]-2-methylenecyclohexylidene]ethyl trimethylacetate

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Chemical Property of [3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[2-(ethoxycarbonyl)ethoxy]-2-methylenecyclohexylidene]ethyl trimethylacetate

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Technology Process of [3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[2-(ethoxycarbonyl)ethoxy]-2-methylenecyclohexylidene]ethyl trimethylacetate

There total 4 articles about [3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[2-(ethoxycarbonyl)ethoxy]-2-methylenecyclohexylidene]ethyl trimethylacetate 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:

: 3282-30-2
pivaloyl chloride

: 342645-81-2
[3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[2-(ethoxycarbonyl)ethoxy]-2-methylenecyclohexylidene]ethyl trimethylacetate

Guidance literature:: Multi-step reaction with 4 steps

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

2: 82 percent / CSA; (+)-10-camphorsulfonic acid / methanol / 3 h / 20 °C

3: 96 percent / imidazole / dimethylformamide / 3 h / 0 °C

4: 88 percent / Me₄NOH; aq. NaOH / toluene / 72 h / 20 °C

With pyridine; 1H-imidazole; dmap; sodium hydroxide; camphor-10-sulfonic acid; tetramethyl ammoniumhydroxide; (+)-10-camphorsulfonic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene; 4: Michael addition;
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

: 342645-81-2
[3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[2-(ethoxycarbonyl)ethoxy]-2-methylenecyclohexylidene]ethyl trimethylacetate

Guidance literature:: Multi-step reaction with 4 steps

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

2: 82 percent / CSA; (+)-10-camphorsulfonic acid / methanol / 3 h / 20 °C

3: 96 percent / imidazole / dimethylformamide / 3 h / 0 °C

4: 88 percent / Me₄NOH; aq. NaOH / toluene / 72 h / 20 °C

With pyridine; 1H-imidazole; dmap; sodium hydroxide; camphor-10-sulfonic acid; tetramethyl ammoniumhydroxide; (+)-10-camphorsulfonic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene; 4: Michael addition;
DOI:10.1021/ja003976k

Reference yield:

: 377091-68-4
[3R-(1Z,3β,4α,5α)]-2-[3,4,5-trihydroxy-2-methylenecyclohexylidene]ethyl trimethylacetate

: 342645-81-2
[3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[2-(ethoxycarbonyl)ethoxy]-2-methylenecyclohexylidene]ethyl trimethylacetate

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / imidazole / dimethylformamide / 3 h / 0 °C

2: 88 percent / Me₄NOH; aq. NaOH / toluene / 72 h / 20 °C

With 1H-imidazole; sodium hydroxide; tetramethyl ammoniumhydroxide; In N,N-dimethyl-formamide; toluene; 2: Michael addition;
DOI:10.1021/ja003976k