[(1S)-trans-1-(4-Benzyloxymethylcyclopent-2-en-1-yloxy)ethenyloxy] tert-butyldimethylsilane

Base Information

Chemical Name:[(1S)-trans-1-(4-Benzyloxymethylcyclopent-2-en-1-yloxy)ethenyloxy] tert-butyldimethylsilane
CAS No.:261511-14-2
Molecular Formula:C₂₁H₃₂O₃Si
Molecular Weight:360.569
Hs Code.:

Synonyms:[(1S)-trans-1-(4-Benzyloxymethylcyclopent-2-en-1-yloxy)ethenyloxy] tert-butyldimethylsilane

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Chemical Property of [(1S)-trans-1-(4-Benzyloxymethylcyclopent-2-en-1-yloxy)ethenyloxy] tert-butyldimethylsilane

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Technology Process of [(1S)-trans-1-(4-Benzyloxymethylcyclopent-2-en-1-yloxy)ethenyloxy] tert-butyldimethylsilane

There total 5 articles about [(1S)-trans-1-(4-Benzyloxymethylcyclopent-2-en-1-yloxy)ethenyloxy] tert-butyldimethylsilane 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: 100.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 193071-26-0
(1S)-trans-4-Benzyloxymethylcyclopent-2-en-1-yl acetate

: 261511-14-2
[(1S)-trans-1-(4-Benzyloxymethylcyclopent-2-en-1-yloxy)ethenyloxy] tert-butyldimethylsilane

Guidance literature:: (1S)-trans-4-Benzyloxymethylcyclopent-2-en-1-yl acetate; With lithium diisopropyl amide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; at -78 ℃; for 0.333333h;

tert-butyldimethylsilyl chloride; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 0.416667h;
DOI:10.1039/a907522d

Reference yield:

: 138382-29-3
(1R,4S)-4-(hydroxymethyl)cyclopent-2-enol

: 261511-14-2
[(1S)-trans-1-(4-Benzyloxymethylcyclopent-2-en-1-yloxy)ethenyloxy] tert-butyldimethylsilane

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaH / dimethylformamide / 0.25 h / 0 °C

1.2: 81 percent / dimethylformamide / 17 h / -60 - 20 °C

2.1: 87 percent / DEAD; Ph₃P / diethyl ether / 17 h / -10 - 25 °C

3.1: LDA / hexane; tetrahydrofuran; hexamethylphosphoric acid triamide / 0.33 h / -78 °C

3.2: 100 percent / hexane; tetrahydrofuran / 0.42 h / -78 - 20 °C

With sodium hydride; triphenylphosphine; lithium diisopropyl amide; diethylazodicarboxylate; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; hexane; N,N-dimethyl-formamide; 1.1: Metallation / 1.2: Etherification / 2.1: Acetylation / 3.1: Metallation / 3.2: Etherification;
DOI:10.1039/a907522d

Reference yield:

: 193141-49-0
(1R)-cis-4-Benzyloxymethylcyclopent-2-en-1-ol

: 261511-14-2
[(1S)-trans-1-(4-Benzyloxymethylcyclopent-2-en-1-yloxy)ethenyloxy] tert-butyldimethylsilane

Guidance literature:: Multi-step reaction with 2 steps

1.1: 87 percent / DEAD; Ph₃P / diethyl ether / 17 h / -10 - 25 °C

2.1: LDA / hexane; tetrahydrofuran; hexamethylphosphoric acid triamide / 0.33 h / -78 °C

2.2: 100 percent / hexane; tetrahydrofuran / 0.42 h / -78 - 20 °C

With triphenylphosphine; lithium diisopropyl amide; diethylazodicarboxylate; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; hexane; 1.1: Acetylation / 2.1: Metallation / 2.2: Etherification;
DOI:10.1039/a907522d