[3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-(3-hydroxypropoxy)-2-methylenecyclohexylidene]ethanol

Base Information

Chemical Name:[3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-(3-hydroxypropoxy)-2-methylenecyclohexylidene]ethanol
CAS No.:342644-91-1
Molecular Formula:C₂₄H₄₈O₅Si₂
Molecular Weight:472.813
Hs Code.:

Synonyms:[3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-(3-hydroxypropoxy)-2-methylenecyclohexylidene]ethanol

Suppliers and Price of [3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-(3-hydroxypropoxy)-2-methylenecyclohexylidene]ethanol

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of [3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-(3-hydroxypropoxy)-2-methylenecyclohexylidene]ethanol

Chemical Property:

Purity/Quality:: 95%+ or 98%+ ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of [3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-(3-hydroxypropoxy)-2-methylenecyclohexylidene]ethanol

There total 5 articles about [3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-(3-hydroxypropoxy)-2-methylenecyclohexylidene]ethanol 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%

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

: 342644-91-1
[3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-(3-hydroxypropoxy)-2-methylenecyclohexylidene]ethanol

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 0.25h;
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

: 342644-91-1
[3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-(3-hydroxypropoxy)-2-methylenecyclohexylidene]ethanol

Guidance literature:: Multi-step reaction with 5 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

5: 91 percent / LiAlH₄ / tetrahydrofuran / 0.25 h / 0 °C

With pyridine; 1H-imidazole; dmap; sodium hydroxide; lithium aluminium tetrahydride; camphor-10-sulfonic acid; tetramethyl ammoniumhydroxide; (+)-10-camphorsulfonic acid; In tetrahydrofuran; 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

: 342644-91-1
[3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-(3-hydroxypropoxy)-2-methylenecyclohexylidene]ethanol

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: 91 percent / LiAlH₄ / tetrahydrofuran / 0.25 h / 0 °C

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