tert-butyldimethylsilyl 3-(tert-butyldimethylsilyloxy)-c-6-(1,3-dioxolan-2-yl)-4-methoxy-c-9-methyl-2-oxo-8-phenylseleno-(r-5)-1-oxaspiro<4.5>dec-3-ene-8-carboxylate

Base Information

Chemical Name:tert-butyldimethylsilyl 3-(tert-butyldimethylsilyloxy)-c-6-(1,3-dioxolan-2-yl)-4-methoxy-c-9-methyl-2-oxo-8-phenylseleno-(r-5)-1-oxaspiro<4.5>dec-3-ene-8-carboxylate
CAS No.:127762-62-3
Molecular Formula:C₃₃H₅₂O₈SeSi₂
Molecular Weight:711.902
Hs Code.:

tert-butyldimethylsilyl 3-(tert-butyldimethylsilyloxy)-c-6-(1,3-dioxolan-2-yl)-4-methoxy-c-9-methyl-2-oxo-8-phenylseleno-(r-5)-1-oxaspiro<4.5>dec-3-ene-8-carboxylate

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Chemical Property of tert-butyldimethylsilyl 3-(tert-butyldimethylsilyloxy)-c-6-(1,3-dioxolan-2-yl)-4-methoxy-c-9-methyl-2-oxo-8-phenylseleno-(r-5)-1-oxaspiro<4.5>dec-3-ene-8-carboxylate

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Technology Process of tert-butyldimethylsilyl 3-(tert-butyldimethylsilyloxy)-c-6-(1,3-dioxolan-2-yl)-4-methoxy-c-9-methyl-2-oxo-8-phenylseleno-(r-5)-1-oxaspiro<4.5>dec-3-ene-8-carboxylate

There total 8 articles about tert-butyldimethylsilyl 3-(tert-butyldimethylsilyloxy)-c-6-(1,3-dioxolan-2-yl)-4-methoxy-c-9-methyl-2-oxo-8-phenylseleno-(r-5)-1-oxaspiro<4.5>dec-3-ene-8-carboxylate 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:

: 127853-42-3
(1S,2R,5S)-5-[1,3]Dioxolan-2-yl-2-methyl-4-oxo-cyclohexanecarboxylic acid methyl ester

: 127762-62-3
tert-butyldimethylsilyl 3-(tert-butyldimethylsilyloxy)-c-6-(1,3-dioxolan-2-yl)-4-methoxy-c-9-methyl-2-oxo-8-phenylseleno-(r-5)-1-oxaspiro<4.5>dec-3-ene-8-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) t-BuLi / 1.) hexane, THF, -80 deg C, 1h 2.) -50 deg C, 4h

2: 86 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 3 h / Ambient temperature

3: tetrahydrofuran / 48 h / Ambient temperature

4: 65 percent / aq. KOH / 3 h / 70 - 80 °C

5: 24 percent / imidazole / dimethylformamide / 2 h / Ambient temperature

6: 1.) LDA / 1.) THF, -80 deg C, 1h 2.) THF, -80 deg C -> 0 deg C in 1h

With 1H-imidazole; potassium hydroxide; tert.-butyl lithium; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 127853-51-4
methyl c-6-(1,3-dioxolan-2-yl)-4-(ethylsulfonyl)-c-9-methyl-2-oxo-(r-5)-1-oxaspiro<4.5>dec-3-ene-t-8-carboxylate

: 127762-62-3
tert-butyldimethylsilyl 3-(tert-butyldimethylsilyloxy)-c-6-(1,3-dioxolan-2-yl)-4-methoxy-c-9-methyl-2-oxo-8-phenylseleno-(r-5)-1-oxaspiro<4.5>dec-3-ene-8-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: tetrahydrofuran / 48 h / Ambient temperature

2: 65 percent / aq. KOH / 3 h / 70 - 80 °C

3: 24 percent / imidazole / dimethylformamide / 2 h / Ambient temperature

4: 1.) LDA / 1.) THF, -80 deg C, 1h 2.) THF, -80 deg C -> 0 deg C in 1h

With 1H-imidazole; potassium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; N,N-dimethyl-formamide;

Reference yield:

: 127853-50-3
methyl c-6-(1,3-dioxolan-2-yl)-4-(ethylthio)-c-9-methyl-2-oxo-(r-5-)-1-oxaspiro<4.5>dec-3-ene-t-8-carboxylate

: 127762-62-3
tert-butyldimethylsilyl 3-(tert-butyldimethylsilyloxy)-c-6-(1,3-dioxolan-2-yl)-4-methoxy-c-9-methyl-2-oxo-8-phenylseleno-(r-5)-1-oxaspiro<4.5>dec-3-ene-8-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 3 h / Ambient temperature

2: tetrahydrofuran / 48 h / Ambient temperature

3: 65 percent / aq. KOH / 3 h / 70 - 80 °C

4: 24 percent / imidazole / dimethylformamide / 2 h / Ambient temperature

5: 1.) LDA / 1.) THF, -80 deg C, 1h 2.) THF, -80 deg C -> 0 deg C in 1h

With 1H-imidazole; potassium hydroxide; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;