(4S,5S)-5-(3,4-dimethoxyphenyl)-4-pivaloyloxymethyl-5-(triisopropylsilyloxy)-1-pentene

Base Information

Chemical Name:(4S,5S)-5-(3,4-dimethoxyphenyl)-4-pivaloyloxymethyl-5-(triisopropylsilyloxy)-1-pentene
CAS No.:566949-70-0
Molecular Formula:C₂₈H₄₈O₅Si
Molecular Weight:492.772
Hs Code.:

Synonyms:(4S,5S)-5-(3,4-dimethoxyphenyl)-4-pivaloyloxymethyl-5-(triisopropylsilyloxy)-1-pentene

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

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Chemical Property of (4S,5S)-5-(3,4-dimethoxyphenyl)-4-pivaloyloxymethyl-5-(triisopropylsilyloxy)-1-pentene

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Technology Process of (4S,5S)-5-(3,4-dimethoxyphenyl)-4-pivaloyloxymethyl-5-(triisopropylsilyloxy)-1-pentene

There total 6 articles about (4S,5S)-5-(3,4-dimethoxyphenyl)-4-pivaloyloxymethyl-5-(triisopropylsilyloxy)-1-pentene 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: 86.0%

: 3282-30-2
pivaloyl chloride

: 566949-68-6
(2S)-2-[(S)-(3,4-dimethoxyphenyl)(triisopropylsilyloxy)methyl]-4-penten-1-ol

: 566949-70-0
(4S,5S)-5-(3,4-dimethoxyphenyl)-4-pivaloyloxymethyl-5-(triisopropylsilyloxy)-1-pentene

Guidance literature:: With pyridine; at 20 ℃; for 1h;
DOI:10.1039/b211801g

Reference yield:

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 566949-70-0
(4S,5S)-5-(3,4-dimethoxyphenyl)-4-pivaloyloxymethyl-5-(triisopropylsilyloxy)-1-pentene

Guidance literature:: Multi-step reaction with 3 steps

1: 77 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

2: 57 percent / LiBH₄ / methanol; tetrahydrofuran / 16 h / 20 °C

3: 86 percent / pyridine / 1 h / 20 °C

With pyridine; 2,6-dimethylpyridine; lithium borohydride; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1039/b211801g

Reference yield:

: 104266-88-8
(4S)-4-benzyl-3-pent-4-enoyl-1,3-oxazolidin-2-one

: 566949-70-0
(4S,5S)-5-(3,4-dimethoxyphenyl)-4-pivaloyloxymethyl-5-(triisopropylsilyloxy)-1-pentene

Guidance literature:: Multi-step reaction with 4 steps

1.1: MgCl₂; Et₃N; Me₃SiCl / ethyl acetate / 20 h / 20 °C

1.2: 93 percent / CF₃COOH / methanol / 1 h / 20 °C

2.1: 77 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

3.1: 57 percent / LiBH₄ / methanol; tetrahydrofuran / 16 h / 20 °C

4.1: 86 percent / pyridine / 1 h / 20 °C

With pyridine; 2,6-dimethylpyridine; lithium borohydride; chloro-trimethyl-silane; triethylamine; magnesium chloride; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;
DOI:10.1039/b211801g