Triisopropyl-{(R)-1-[3-(2-methyl-[1,3]dioxolan-2-yl)-propyl]-but-3-enyloxy}-silane

Base Information

Chemical Name:Triisopropyl-{(R)-1-[3-(2-methyl-[1,3]dioxolan-2-yl)-propyl]-but-3-enyloxy}-silane
CAS No.:909554-67-2
Molecular Formula:C₂₀H₄₀O₃Si
Molecular Weight:356.621
Hs Code.:

Synonyms:Triisopropyl-{(R)-1-[3-(2-methyl-[1,3]dioxolan-2-yl)-propyl]-but-3-enyloxy}-silane

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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 Triisopropyl-{(R)-1-[3-(2-methyl-[1,3]dioxolan-2-yl)-propyl]-but-3-enyloxy}-silane

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Technology Process of Triisopropyl-{(R)-1-[3-(2-methyl-[1,3]dioxolan-2-yl)-propyl]-but-3-enyloxy}-silane

There total 1 articles about Triisopropyl-{(R)-1-[3-(2-methyl-[1,3]dioxolan-2-yl)-propyl]-but-3-enyloxy}-silane 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: 98.0%

: 909554-66-1
(R)-7-(2-Methyl-[1,3]dioxolan-2-yl)-hept-1-en-4-ol

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 909554-67-2
Triisopropyl-{(R)-1-[3-(2-methyl-[1,3]dioxolan-2-yl)-propyl]-but-3-enyloxy}-silane

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1002/ejoc.200600106

Reference yield:

: 909554-67-2
Triisopropyl-{(R)-1-[3-(2-methyl-[1,3]dioxolan-2-yl)-propyl]-but-3-enyloxy}-silane

: 909554-63-8
2-Methoxy-6-{3-[(2S,6S)-6-((S)-3-methyl-4-oxo-butyl)-tetrahydro-pyran-2-yl]-propyl}-benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 87 percent / pTosOH / acetone; H₂O / Heating

2: 94 percent / chlorotrimethylsilane / 0.5 h / 0 °C

3: LDA; HMPT / tetrahydrofuran / 4 h / -78 - 20 °C

4: 2.68 g / Amberlyst 15 / acetone / 1 h

5: 93 percent / BF₃*Et₂O; HSiEt₃ / acetonitrile / -35 - 20 °C

6: 86 percent / O₃; PPh₃ / CH₂Cl₂ / -78 - 20 °C

7: LiHMDS / tetrahydrofuran / -78 - 20 °C

8: H₂ / Pd(OH)2/C / tetrahydrofuran

9: 84 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 0 - 20 °C

With pyridine; triethylsilane; N,N,N,N,N,N-hexamethylphosphoric triamide; chloro-trimethyl-silane; Amberlyst 15; boron trifluoride diethyl etherate; hydrogen; Dess-Martin periodane; toluene-4-sulfonic acid; ozone; triphenylphosphine; lithium hexamethyldisilazane; lithium diisopropyl amide; palladium dihydroxide; In tetrahydrofuran; dichloromethane; water; acetone; acetonitrile; 7: Wittig reaction / 9: Dess-Martin oxidation;
DOI:10.1002/ejoc.200600106

Reference yield:

: 909554-67-2
Triisopropyl-{(R)-1-[3-(2-methyl-[1,3]dioxolan-2-yl)-propyl]-but-3-enyloxy}-silane

: 909554-62-7
(2S,6S,3'S)-2-(4-hydroxy-3-methylbutyl)-6-[3-(3-methyoxy-2-methoxycarbonylphenyl)propyl]tetrahydropyran

Guidance literature:: Multi-step reaction with 8 steps

1: 87 percent / pTosOH / acetone; H₂O / Heating

2: 94 percent / chlorotrimethylsilane / 0.5 h / 0 °C

3: LDA; HMPT / tetrahydrofuran / 4 h / -78 - 20 °C

4: 2.68 g / Amberlyst 15 / acetone / 1 h

5: 93 percent / BF₃*Et₂O; HSiEt₃ / acetonitrile / -35 - 20 °C

6: 86 percent / O₃; PPh₃ / CH₂Cl₂ / -78 - 20 °C

7: LiHMDS / tetrahydrofuran / -78 - 20 °C

8: H₂ / Pd(OH)2/C / tetrahydrofuran

With triethylsilane; N,N,N,N,N,N-hexamethylphosphoric triamide; chloro-trimethyl-silane; Amberlyst 15; boron trifluoride diethyl etherate; hydrogen; toluene-4-sulfonic acid; ozone; triphenylphosphine; lithium hexamethyldisilazane; lithium diisopropyl amide; palladium dihydroxide; In tetrahydrofuran; dichloromethane; water; acetone; acetonitrile; 7: Wittig reaction;
DOI:10.1002/ejoc.200600106