tert-Butyl-{1-[(3S,3aR,4S,6R,7aR)-3-(4-methoxymethoxymethyl-phenoxy)-4,6,7a-trimethyl-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl]-vinyloxy}-dimethyl-silane

Base Information

Chemical Name:tert-Butyl-{1-[(3S,3aR,4S,6R,7aR)-3-(4-methoxymethoxymethyl-phenoxy)-4,6,7a-trimethyl-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl]-vinyloxy}-dimethyl-silane
CAS No.:864152-00-1
Molecular Formula:C₂₉H₄₆O₄Si
Molecular Weight:486.767
Hs Code.:

tert-Butyl-{1-[(3S,3aR,4S,6R,7aR)-3-(4-methoxymethoxymethyl-phenoxy)-4,6,7a-trimethyl-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl]-vinyloxy}-dimethyl-silane

Synonyms:tert-Butyl-{1-[(3S,3aR,4S,6R,7aR)-3-(4-methoxymethoxymethyl-phenoxy)-4,6,7a-trimethyl-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl]-vinyloxy}-dimethyl-silane

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Chemical Property of tert-Butyl-{1-[(3S,3aR,4S,6R,7aR)-3-(4-methoxymethoxymethyl-phenoxy)-4,6,7a-trimethyl-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl]-vinyloxy}-dimethyl-silane

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Technology Process of tert-Butyl-{1-[(3S,3aR,4S,6R,7aR)-3-(4-methoxymethoxymethyl-phenoxy)-4,6,7a-trimethyl-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl]-vinyloxy}-dimethyl-silane

There total 12 articles about tert-Butyl-{1-[(3S,3aR,4S,6R,7aR)-3-(4-methoxymethoxymethyl-phenoxy)-4,6,7a-trimethyl-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl]-vinyloxy}-dimethyl-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: 95.0%

: 864151-99-5
1-[(3S,3aR,4S,6R,7aR)-3-(4-Methoxymethoxymethyl-phenoxy)-4,6,7a-trimethyl-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl]-ethanone

: 18162-48-6
tert-butyldimethylsilyl chloride

: 864152-00-1
tert-Butyl-{1-[(3S,3aR,4S,6R,7aR)-3-(4-methoxymethoxymethyl-phenoxy)-4,6,7a-trimethyl-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl]-vinyloxy}-dimethyl-silane

Guidance literature:: With potassium hexamethylsilazane; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at -78 - 20 ℃;
DOI:10.1055/s-2005-871549

Reference yield:

: 864151-95-1
(1R,3aR,4S,6R,7aR)-4,6,7a-Trimethyl-octahydro-inden-1-ol

: 864152-00-1
tert-Butyl-{1-[(3S,3aR,4S,6R,7aR)-3-(4-methoxymethoxymethyl-phenoxy)-4,6,7a-trimethyl-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl]-vinyloxy}-dimethyl-silane

Guidance literature:: Multi-step reaction with 7 steps

1.1: 93 percent / (COCl)2; DMSO; Et₃N / 1 h / -78 - 0 °C

2.1: LDA / tetrahydrofuran / 3 h / -78 °C

2.2: tetrahydrofuran

3.1: allyl carbonate / Pd(OAc)2 / acetonitrile / Heating

4.1: 97 percent / tetrahydrofuran / 5 h / -78 - -23 °C

5.1: 77 percent / aq. H₂SO₄ / tetrahydrofuran / 24 h / 0 - 20 °C

6.1: NaH / tetrahydrofuran / 7 h / Heating

6.2: CAN; NaHCO₃ / acetonitrile / 0.33 h / -23 °C

6.3: 70 percent / aq. Dess-Martin periodinane / acetonitrile; CH₂Cl₂ / 39 h / 20 °C

7.1: 95 percent / KHMDS / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 - 20 °C

With oxalyl dichloride; diallylcarbonate; sulfuric acid; potassium hexamethylsilazane; sodium hydride; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; palladium diacetate; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; acetonitrile; 1.1: Swern oxidation;
DOI:10.1055/s-2005-871549

Reference yield:

: 864151-96-2
(3aR,4S,6R,7aR)-4,6,7a-Trimethyl-octahydro-inden-1-one

: 864152-00-1
tert-Butyl-{1-[(3S,3aR,4S,6R,7aR)-3-(4-methoxymethoxymethyl-phenoxy)-4,6,7a-trimethyl-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl]-vinyloxy}-dimethyl-silane

Guidance literature:: Multi-step reaction with 6 steps

1.1: LDA / tetrahydrofuran / 3 h / -78 °C

1.2: tetrahydrofuran

2.1: allyl carbonate / Pd(OAc)2 / acetonitrile / Heating

3.1: 97 percent / tetrahydrofuran / 5 h / -78 - -23 °C

4.1: 77 percent / aq. H₂SO₄ / tetrahydrofuran / 24 h / 0 - 20 °C

5.1: NaH / tetrahydrofuran / 7 h / Heating

5.2: CAN; NaHCO₃ / acetonitrile / 0.33 h / -23 °C

5.3: 70 percent / aq. Dess-Martin periodinane / acetonitrile; CH₂Cl₂ / 39 h / 20 °C

6.1: 95 percent / KHMDS / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 - 20 °C

With diallylcarbonate; sulfuric acid; potassium hexamethylsilazane; sodium hydride; lithium diisopropyl amide; palladium diacetate; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; acetonitrile;
DOI:10.1055/s-2005-871549