(4S)-4-((1R,2R)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}cyclopropyl)pentanal

Base Information

Chemical Name:(4S)-4-((1R,2R)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}cyclopropyl)pentanal
CAS No.:460997-46-0
Molecular Formula:C₂₅H₃₄O₂Si
Molecular Weight:394.629
Hs Code.:

Synonyms:(4S)-4-((1R,2R)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}cyclopropyl)pentanal

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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)-4-((1R,2R)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}cyclopropyl)pentanal

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Technology Process of (4S)-4-((1R,2R)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}cyclopropyl)pentanal

There total 8 articles about (4S)-4-((1R,2R)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}cyclopropyl)pentanal 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: 97.0%

: 460997-45-9
ethyl (4S)-4-((1R,2R)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}cyclopropyl)pentanoate

: 460997-46-0
(4S)-4-((1R,2R)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}cyclopropyl)pentanal

Guidance literature:: With diisobutylaluminium hydride; In toluene; at -78 ℃;
DOI:10.1002/1521-3773(20020617)41:12<2144::AID-ANIE2144>3.0.CO;2-E

Reference yield:

: 334705-97-4
(1S,2R)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}-1-isopropenylcyclopropane

: 460997-46-0
(4S)-4-((1R,2R)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}cyclopropyl)pentanal

Guidance literature:: Multi-step reaction with 5 steps

1.1: BH₃*THF / tetrahydrofuran / 2.5 h / -30 - 20 °C

1.2: 91 percent / aq. NaOH; aq. H₂O₂ / tetrahydrofuran / 3 h / 20 °C

2.1: PCC / CH₂Cl₂ / 1.5 h / 20 °C

3.1: 10.7 g / NaH / tetrahydrofuran / 1 h / 20 °C

4.1: 97 percent / H₂ / PtO₂ / ethyl acetate / 6 h

5.1: 97 percent / Dibal-H / toluene; hexane / 1 h / -78 °C

With borane-THF; hydrogen; sodium hydride; diisobutylaluminium hydride; pyridinium chlorochromate; platinum(IV) oxide; In tetrahydrofuran; hexane; dichloromethane; ethyl acetate; toluene; 3.1: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/jo0496042

Reference yield:

: 460997-43-7
(2R)-2-((1R,2R)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}cyclopropyl)propan-1-ol

: 460997-46-0
(4S)-4-((1R,2R)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}cyclopropyl)pentanal

Guidance literature:: Multi-step reaction with 4 steps

1: PCC / CH₂Cl₂ / 1.5 h / 20 °C

2: 10.7 g / NaH / tetrahydrofuran / 1 h / 20 °C

3: 97 percent / H₂ / PtO₂ / ethyl acetate / 6 h

4: 97 percent / Dibal-H / toluene; hexane / 1 h / -78 °C

With hydrogen; sodium hydride; diisobutylaluminium hydride; pyridinium chlorochromate; platinum(IV) oxide; In tetrahydrofuran; hexane; dichloromethane; ethyl acetate; toluene; 2: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/jo0496042