(E,2S^,4R^)-2--4-<1-<<(triisopropylsilyl)oxy>methyl>propenyl>cyclopentan-1-one

Base Information

Chemical Name:(E,2S^*,4R^*)-2--4-<1-<<(triisopropylsilyl)oxy>methyl>propenyl>cyclopentan-1-one
CAS No.:97570-05-3
Molecular Formula:C₃₂H₄₅NO₄Si
Molecular Weight:535.799
Hs Code.:

(E,2S<sup>*</sup>,4R<sup>*</sup>)-2-<N-(phenylmethyl)-N-(phenoxycarbonyl)amino>-4-<1-<<(triisopropylsilyl)oxy>methyl>propenyl>cyclopentan-1-one

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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 (E,2S^*,4R^*)-2--4-<1-<<(triisopropylsilyl)oxy>methyl>propenyl>cyclopentan-1-one

Chemical Property:

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Technology Process of (E,2S^*,4R^*)-2--4-<1-<<(triisopropylsilyl)oxy>methyl>propenyl>cyclopentan-1-one

There total 10 articles about (E,2S^*,4R^*)-2--4-<1-<<(triisopropylsilyl)oxy>methyl>propenyl>cyclopentan-1-one 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:

: 13154-24-0
triisopropylsilyl chloride

: 97570-05-3
(E,2S^*,4R^*)-2--4-<1-<<(triisopropylsilyl)oxy>methyl>propenyl>cyclopentan-1-one

Guidance literature:: Multi-step reaction with 4 steps

1: imidazole / dimethylformamide / 4.3 h / Ambient temperature

2: 1.) trimethylaluminum, 3.) NaF

3: triethylamine / CH₂Cl₂ / 1 h / 0 °C

4: 1.) oxalyl chloride, dimethylsulfoxide, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 15 min, 2.) CH₂Cl₂, -78 deg C, 10 min

With 1H-imidazole; oxalyl dichloride; trimethylaluminum; sodium fluoride; dimethyl sulfoxide; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00221a012

Reference yield:

: 97552-23-3
ethyl 2-(3-cyclopentenyl)-2(E)-butenoate

: 97570-05-3
(E,2S^*,4R^*)-2--4-<1-<<(triisopropylsilyl)oxy>methyl>propenyl>cyclopentan-1-one

Guidance literature:: Multi-step reaction with 6 steps

1: m-chloroperbenzoic acid, NaHCO₃ / CH₂Cl₂ / 0.5 h / 0 °C

2: 78 percent / diisobutylaluminum hydride / toluene / 0.17 h / -78 °C

3: imidazole / dimethylformamide / 4.3 h / Ambient temperature

4: 1.) trimethylaluminum, 3.) NaF

5: triethylamine / CH₂Cl₂ / 1 h / 0 °C

6: 1.) oxalyl chloride, dimethylsulfoxide, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 15 min, 2.) CH₂Cl₂, -78 deg C, 10 min

With 1H-imidazole; oxalyl dichloride; trimethylaluminum; diisobutylaluminium hydride; sodium hydrogencarbonate; sodium fluoride; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo00221a012

Reference yield:

: 55839-23-1
2-Cyclopent-3-enyl-3-oxo-butyric acid ethyl ester

: 97570-05-3
(E,2S^*,4R^*)-2--4-<1-<<(triisopropylsilyl)oxy>methyl>propenyl>cyclopentan-1-one

Guidance literature:: Multi-step reaction with 9 steps

1: 59 percent / zinc borohydride / diethyl ether / 0.33 h / 0 °C

2: triethylamine / CH₂Cl₂ / 1 h / 0 °C

3: 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / toluene / Ambient temperature

4: m-chloroperbenzoic acid, NaHCO₃ / CH₂Cl₂ / 0.5 h / 0 °C

5: 78 percent / diisobutylaluminum hydride / toluene / 0.17 h / -78 °C

6: imidazole / dimethylformamide / 4.3 h / Ambient temperature

7: 1.) trimethylaluminum, 3.) NaF

8: triethylamine / CH₂Cl₂ / 1 h / 0 °C

9: 1.) oxalyl chloride, dimethylsulfoxide, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 15 min, 2.) CH₂Cl₂, -78 deg C, 10 min

With 1H-imidazole; oxalyl dichloride; zinc borohydride; trimethylaluminum; diisobutylaluminium hydride; sodium hydrogencarbonate; sodium fluoride; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-chloro-benzenecarboperoxoic acid; In diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo00221a012