tert-butyl-(2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-ylmethoxy)-diphenyl-silane

Base Information

Chemical Name:tert-butyl-(2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-ylmethoxy)-diphenyl-silane
CAS No.:869711-04-6
Molecular Formula:C₂₅H₃₂O₃Si
Molecular Weight:408.613
Hs Code.:

<i>tert</i>-butyl-(2,2-dimethyl-4,6a-dihydro-3a<i>H</i>-cyclopenta[1,3]dioxol-4-ylmethoxy)-diphenyl-silane

Synonyms:tert-butyl-(2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-ylmethoxy)-diphenyl-silane

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Chemical Property of tert-butyl-(2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-ylmethoxy)-diphenyl-silane

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Technology Process of tert-butyl-(2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-ylmethoxy)-diphenyl-silane

There total 7 articles about tert-butyl-(2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-ylmethoxy)-diphenyl-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: 82.0%

: 869710-99-6
(3aS,4R,6R,6aR)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-ol

: 869711-04-6
tert-butyl-(2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-ylmethoxy)-diphenyl-silane

Guidance literature:: With di-isopropyl azodicarboxylate; thiamine diphosphate; In toluene; at 80 ℃; for 10h;
DOI:10.1016/j.tetlet.2005.08.163

Reference yield:

: 869710-95-2
(1S,4S)-4-Hydroxymethyl-cyclopent-2-enol

: 869711-04-6
tert-butyl-(2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-ylmethoxy)-diphenyl-silane

Guidance literature:: Multi-step reaction with 6 steps

1: 70 percent / imidazole / CH₂Cl₂

2: TPP; DIAD / tetrahydrofuran

3: NMO; OsO₄ / acetone; tetrahydrofuran; H₂O

4: pTSA / acetone

5: 86 percent / NH₃ / methanol

6: 82 percent / TPP; DIAD / toluene / 10 h / 80 °C

With 1H-imidazole; osmium(VIII) oxide; N-methyl-2-indolinone; di-isopropyl azodicarboxylate; ammonia; thiamine diphosphate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dichloromethane; water; acetone; toluene; 2: Mitsunobu reaction / 6: Mitsunobu-type elimination;
DOI:10.1016/j.tetlet.2005.08.163

Reference yield:

: (1S,4S)-4-[(Isopropoxy-dimethyl-silanyl)-methyl]-cyclopent-2-enol

: 869711-04-6
tert-butyl-(2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-ylmethoxy)-diphenyl-silane

Guidance literature:: Multi-step reaction with 7 steps

1: 87 percent / H₂O₂; KF / methanol; tetrahydrofuran; H₂O

2: 70 percent / imidazole / CH₂Cl₂

3: TPP; DIAD / tetrahydrofuran

4: NMO; OsO₄ / acetone; tetrahydrofuran; H₂O

5: pTSA / acetone

6: 86 percent / NH₃ / methanol

7: 82 percent / TPP; DIAD / toluene / 10 h / 80 °C

With 1H-imidazole; potassium fluoride; osmium(VIII) oxide; N-methyl-2-indolinone; di-isopropyl azodicarboxylate; ammonia; dihydrogen peroxide; thiamine diphosphate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dichloromethane; water; acetone; toluene; 1: Tamao oxidation / 3: Mitsunobu reaction / 7: Mitsunobu-type elimination;
DOI:10.1016/j.tetlet.2005.08.163