tert-butyl {(S)-4-[(2S,6S,8R,9S)-8-(3-iodopropyl)-9-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]-2-methylbutoxy}diphenylsilane

Base Information

Chemical Name:tert-butyl {(S)-4-[(2S,6S,8R,9S)-8-(3-iodopropyl)-9-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]-2-methylbutoxy}diphenylsilane
CAS No.:1391853-35-2
Molecular Formula:C₃₄H₅₁IO₃Si
Molecular Weight:662.767
Hs Code.:

Synonyms:tert-butyl {(S)-4-[(2S,6S,8R,9S)-8-(3-iodopropyl)-9-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]-2-methylbutoxy}diphenylsilane

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Chemical Property of tert-butyl {(S)-4-[(2S,6S,8R,9S)-8-(3-iodopropyl)-9-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]-2-methylbutoxy}diphenylsilane

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Technology Process of tert-butyl {(S)-4-[(2S,6S,8R,9S)-8-(3-iodopropyl)-9-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]-2-methylbutoxy}diphenylsilane

There total 6 articles about tert-butyl {(S)-4-[(2S,6S,8R,9S)-8-(3-iodopropyl)-9-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]-2-methylbutoxy}diphenylsilane 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%

: 887612-10-4
3-((2R,3S,6S,8S)-8-[(S)-4-(tert-butyldiphenylsilyloxy)-3-methylbutyl]-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl)propan-1-ol

: 1391853-35-2
tert-butyl {(S)-4-[(2S,6S,8R,9S)-8-(3-iodopropyl)-9-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]-2-methylbutoxy}diphenylsilane

Guidance literature:: With 1H-imidazole; iodine; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 3h; Inert atmosphere;
DOI:10.1002/chem.201102462

Reference yield:

: C₂₃H₃₄O₄

: 1391853-35-2
tert-butyl {(S)-4-[(2S,6S,8R,9S)-8-(3-iodopropyl)-9-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]-2-methylbutoxy}diphenylsilane

Guidance literature:: Multi-step reaction with 6 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C

1.2: 0.5 h / -78 - 20 °C

2.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 - 20 °C / Inert atmosphere

2.2: 2 h / 0 - 20 °C / Inert atmosphere

3.1: palladium 10% on activated carbon; hydrogen / ethanol / 24 h / 20 °C

4.1: 1H-imidazole; dmap / N,N-dimethyl-formamide / 16 h / 0 - 20 °C / Inert atmosphere

5.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

6.1: 1H-imidazole; iodine; triphenylphosphine / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

With 1H-imidazole; dmap; lithium aluminium tetrahydride; oxalyl dichloride; palladium 10% on activated carbon; hydrogen; iodine; sodium hydride; dimethyl sulfoxide; triphenylphosphine; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Swern oxidation / 1.2: Swern oxidation;
DOI:10.1002/chem.201102462

Reference yield:

: ethyl (E)-3-((2S,3S,6S,8S)-8-[(S,E/Z)-4-benzyloxy-3-methylbut-1-enyl]-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl)acrylate

: 1391853-35-2
tert-butyl {(S)-4-[(2S,6S,8R,9S)-8-(3-iodopropyl)-9-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]-2-methylbutoxy}diphenylsilane

Guidance literature:: Multi-step reaction with 4 steps

1: palladium 10% on activated carbon; hydrogen / ethanol / 24 h / 20 °C

2: 1H-imidazole; dmap / N,N-dimethyl-formamide / 16 h / 0 - 20 °C / Inert atmosphere

3: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

4: 1H-imidazole; iodine; triphenylphosphine / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

With 1H-imidazole; dmap; lithium aluminium tetrahydride; palladium 10% on activated carbon; hydrogen; iodine; triphenylphosphine; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;
DOI:10.1002/chem.201102462