(E)-3-[(1S,2R)-2-((1S,2S,4S)-4-Benzyloxy-2-methoxymethoxy-cyclopentyl)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopropyl]-2-methyl-acrylic acid ethyl ester

Base Information

Chemical Name:(E)-3-[(1S,2R)-2-((1S,2S,4S)-4-Benzyloxy-2-methoxymethoxy-cyclopentyl)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopropyl]-2-methyl-acrylic acid ethyl ester
CAS No.:129368-31-6
Molecular Formula:C₄₀H₅₂O₆Si
Molecular Weight:656.935
Hs Code.:

(E)-3-[(1S,2R)-2-((1S,2S,4S)-4-Benzyloxy-2-methoxymethoxy-cyclopentyl)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopropyl]-2-methyl-acrylic acid ethyl ester

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Chemical Property of (E)-3-[(1S,2R)-2-((1S,2S,4S)-4-Benzyloxy-2-methoxymethoxy-cyclopentyl)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopropyl]-2-methyl-acrylic acid ethyl ester

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Technology Process of (E)-3-[(1S,2R)-2-((1S,2S,4S)-4-Benzyloxy-2-methoxymethoxy-cyclopentyl)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopropyl]-2-methyl-acrylic acid ethyl ester

There total 15 articles about (E)-3-[(1S,2R)-2-((1S,2S,4S)-4-Benzyloxy-2-methoxymethoxy-cyclopentyl)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopropyl]-2-methyl-acrylic acid ethyl ester 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:

: 129393-13-1
(3aS,5S,6aS)-2-Ethoxy-hexahydro-cyclopenta[b]furan-5-ol

: 129368-31-6
(E)-3-[(1S,2R)-2-((1S,2S,4S)-4-Benzyloxy-2-methoxymethoxy-cyclopentyl)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopropyl]-2-methyl-acrylic acid ethyl ester

Guidance literature:: Multi-step reaction with 13 steps

1: NaH / tetrahydrofuran; dimethylformamide / Ambient temperature

2: 1N HCl / 1,2-dimethoxy-ethane / Ambient temperature

3: Jones reagent / acetone / 0 °C

4: 1) LDA / 2) THF, HMPA, -78 deg C

5: Et₃N / CH₂Cl₂ / -10 °C

6: DBU / benzene / 50 °C

7: 1) Et₂O, CH₂Cl₂, 0 deg C 2) irradiation, benzophenone, -70 deg C, PhCH₃

8: 83 percent / LiAlH₄ / diethyl ether / -10 °C

9: imidazole / dimethylformamide / Ambient temperature

10: i-Pr₂NEt / 1,2-dichloro-ethane / 50 °C

11: aq. AcOH / tetrahydrofuran / 60 °C

12: Swern oxidation

13: t-BuOK / tetrahydrofuran / -78 deg C -> room temperature

With 1H-imidazole; hydrogenchloride; lithium aluminium tetrahydride; jones reagent; potassium tert-butylate; sodium hydride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; 1,2-dimethoxyethane; diethyl ether; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1016/0040-4039(90)80020-M

Reference yield:

: 126958-23-4,127061-40-9,129444-45-7
(3aR,6aS)-2-Ethoxy-hexahydro-cyclopenta[b]furan-5-one

: 129368-31-6
(E)-3-[(1S,2R)-2-((1S,2S,4S)-4-Benzyloxy-2-methoxymethoxy-cyclopentyl)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopropyl]-2-methyl-acrylic acid ethyl ester

Guidance literature:: Multi-step reaction with 14 steps

1: NaBH₄ / methanol / 0 °C

2: NaH / tetrahydrofuran; dimethylformamide / Ambient temperature

3: 1N HCl / 1,2-dimethoxy-ethane / Ambient temperature

4: Jones reagent / acetone / 0 °C

5: 1) LDA / 2) THF, HMPA, -78 deg C

6: Et₃N / CH₂Cl₂ / -10 °C

7: DBU / benzene / 50 °C

8: 1) Et₂O, CH₂Cl₂, 0 deg C 2) irradiation, benzophenone, -70 deg C, PhCH₃

9: 83 percent / LiAlH₄ / diethyl ether / -10 °C

10: imidazole / dimethylformamide / Ambient temperature

11: i-Pr₂NEt / 1,2-dichloro-ethane / 50 °C

12: aq. AcOH / tetrahydrofuran / 60 °C

13: Swern oxidation

14: t-BuOK / tetrahydrofuran / -78 deg C -> room temperature

With 1H-imidazole; hydrogenchloride; sodium tetrahydroborate; lithium aluminium tetrahydride; jones reagent; potassium tert-butylate; sodium hydride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1016/0040-4039(90)80020-M

Reference yield:

: 114544-33-1
(3aS,5S,6aS)-5-Benzyloxy-hexahydro-cyclopenta[b]furan-2-ol

: 129368-31-6
(E)-3-[(1S,2R)-2-((1S,2S,4S)-4-Benzyloxy-2-methoxymethoxy-cyclopentyl)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopropyl]-2-methyl-acrylic acid ethyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: Jones reagent / acetone / 0 °C

2: 1) LDA / 2) THF, HMPA, -78 deg C

3: Et₃N / CH₂Cl₂ / -10 °C

4: DBU / benzene / 50 °C

5: 1) Et₂O, CH₂Cl₂, 0 deg C 2) irradiation, benzophenone, -70 deg C, PhCH₃

6: 83 percent / LiAlH₄ / diethyl ether / -10 °C

7: imidazole / dimethylformamide / Ambient temperature

8: i-Pr₂NEt / 1,2-dichloro-ethane / 50 °C

9: aq. AcOH / tetrahydrofuran / 60 °C

10: Swern oxidation

11: t-BuOK / tetrahydrofuran / -78 deg C -> room temperature

With 1H-imidazole; lithium aluminium tetrahydride; jones reagent; potassium tert-butylate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1016/0040-4039(90)80020-M