(1S,2S)-2-([8-{(tert-butyldiphenylsilyl)oxy}octyl]-4-cyclopentenyl)ethanal

Base Information

Chemical Name:(1S,2S)-2-([8-{(tert-butyldiphenylsilyl)oxy}octyl]-4-cyclopentenyl)ethanal
CAS No.:470467-00-6
Molecular Formula:C₃₁H₄₄O₂Si
Molecular Weight:476.775
Hs Code.:

Synonyms:(1S,2S)-2-([8-{(tert-butyldiphenylsilyl)oxy}octyl]-4-cyclopentenyl)ethanal

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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 (1S,2S)-2-([8-{(tert-butyldiphenylsilyl)oxy}octyl]-4-cyclopentenyl)ethanal

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Technology Process of (1S,2S)-2-([8-{(tert-butyldiphenylsilyl)oxy}octyl]-4-cyclopentenyl)ethanal

There total 5 articles about (1S,2S)-2-([8-{(tert-butyldiphenylsilyl)oxy}octyl]-4-cyclopentenyl)ethanal 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: 85.0%

: 109-92-2,25104-37-4
ethyl vinyl ether

: 470466-99-0
(4S,1R)-4-[8-{(tert-butyldiphenylsilyl)oxy}octyl]-2-cyclopenten-1-ol

: 470467-00-6
(1S,2S)-2-([8-{(tert-butyldiphenylsilyl)oxy}octyl]-4-cyclopentenyl)ethanal

Guidance literature:: mercury(II) diacetate; In benzene; at 170 ℃; for 60h;
DOI:10.1016/S0040-4039(02)00786-4

Reference yield:

: 60410-16-4
(1R,4S)-4-hydroxy-2-cyclopentene-1-yl acetate

: 470467-00-6
(1S,2S)-2-([8-{(tert-butyldiphenylsilyl)oxy}octyl]-4-cyclopentenyl)ethanal

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / CuCN; t-BuMgCl / tetrahydrofuran / 2 h / -18 °C

2: 93 percent / PPh₃; DEAD / toluene / 2 h / -78 - -60 °C

3: 91 percent / MeLi / diethyl ether / 0.67 h / 0 °C

4: 85 percent / Hg(OAc)3 / benzene / 61 h / 170 °C

With Hg(OAc)3; tert-butylmagnesium chloride; methyllithium; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; diethyl ether; toluene; benzene; 2: Mitsunobu reaction / 4: Claisen rearrangement;
DOI:10.1021/jo0348571

Reference yield:

: 470466-96-7
(4S,1S)-4-[8-{(tert-butyldiphenylsilyl)oxy}octyl]-2-cyclopenten-1-ol

: 470467-00-6
(1S,2S)-2-([8-{(tert-butyldiphenylsilyl)oxy}octyl]-4-cyclopentenyl)ethanal

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / PPh₃; DEAD / toluene / 2 h / -78 - -60 °C

2: 91 percent / MeLi / diethyl ether / 0.67 h / 0 °C

3: 85 percent / Hg(OAc)3 / benzene / 61 h / 170 °C

With Hg(OAc)3; methyllithium; triphenylphosphine; diethylazodicarboxylate; In diethyl ether; toluene; benzene; 1: Mitsunobu reaction / 3: Claisen rearrangement;
DOI:10.1021/jo0348571