Triisopropyl-{2-[(1R,2R,4aS,8aS)-5-(4-methoxy-benzyloxymethyl)-1,2,4a-trimethyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-1-yl]-ethoxy}-silane

Base Information

Chemical Name:Triisopropyl-{2-[(1R,2R,4aS,8aS)-5-(4-methoxy-benzyloxymethyl)-1,2,4a-trimethyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-1-yl]-ethoxy}-silane
CAS No.:214413-32-8
Molecular Formula:C₃₃H₅₆O₃Si
Molecular Weight:528.891
Hs Code.:

Synonyms:Triisopropyl-{2-[(1R,2R,4aS,8aS)-5-(4-methoxy-benzyloxymethyl)-1,2,4a-trimethyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-1-yl]-ethoxy}-silane

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Chemical Property of Triisopropyl-{2-[(1R,2R,4aS,8aS)-5-(4-methoxy-benzyloxymethyl)-1,2,4a-trimethyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-1-yl]-ethoxy}-silane

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Technology Process of Triisopropyl-{2-[(1R,2R,4aS,8aS)-5-(4-methoxy-benzyloxymethyl)-1,2,4a-trimethyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-1-yl]-ethoxy}-silane

There total 7 articles about Triisopropyl-{2-[(1R,2R,4aS,8aS)-5-(4-methoxy-benzyloxymethyl)-1,2,4a-trimethyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-1-yl]-ethoxy}-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: 83.0%

: 824-94-2
p-methoxybenzyl chloride

: 214413-31-7
[(4aS,5R,6R,8aS)-5,6,8a-Trimethyl-5-(2-triisopropylsilanyloxy-ethyl)-3,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl]-methanol

: 214413-32-8
Triisopropyl-{2-[(1R,2R,4aS,8aS)-5-(4-methoxy-benzyloxymethyl)-1,2,4a-trimethyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-1-yl]-ethoxy}-silane

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide; at 25 ℃; for 6h;
DOI:10.1021/jo981331l

Reference yield:

: 13154-24-0
triisopropylsilyl chloride

: 214413-32-8
Triisopropyl-{2-[(1R,2R,4aS,8aS)-5-(4-methoxy-benzyloxymethyl)-1,2,4a-trimethyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-1-yl]-ethoxy}-silane

Guidance literature:: Multi-step reaction with 5 steps

1.1: 91 percent / imid / CH₂Cl₂ / 2 h / 25 °C

2.1: 100 percent / NaHMDS / tetrahydrofuran / 1 h / -78 °C

3.1: 88 percent / LiCl; Bu₃SnH / Pd(PPh₃)4 / tetrahydrofuran / 4 h / 50 °C

4.1: 9-BBN / tetrahydrofuran / 2 h / 0 °C

4.2: 89 percent / NaOH; H₂O₂ / methanol

5.1: 83 percent / NaH; Bu₄NI / dimethylformamide / 6 h / 25 °C

With 1H-imidazole; 9-borabicyclo[3.3.1]nonane dimer; tri-n-butyl-tin hydride; sodium hexamethyldisilazane; tetra-(n-butyl)ammonium iodide; sodium hydride; lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1.1: silylation / 2.1: Esterification / 3.1: Hydroformylation / 4.1: Addition / 4.2: Oxidation / 5.1: Etherification;
DOI:10.1021/jo981331l

Reference yield:

: 218453-51-1
Trifluoro-methanesulfonic acid (4aS,5R,6R,8aS)-5,6,8a-trimethyl-5-(2-triisopropylsilanyloxy-ethyl)-3,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl ester

: 214413-32-8
Triisopropyl-{2-[(1R,2R,4aS,8aS)-5-(4-methoxy-benzyloxymethyl)-1,2,4a-trimethyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-1-yl]-ethoxy}-silane

Guidance literature:: Multi-step reaction with 3 steps

1.1: 88 percent / LiCl; Bu₃SnH / Pd(PPh₃)4 / tetrahydrofuran / 4 h / 50 °C

2.1: 9-BBN / tetrahydrofuran / 2 h / 0 °C

2.2: 89 percent / NaOH; H₂O₂ / methanol

3.1: 83 percent / NaH; Bu₄NI / dimethylformamide / 6 h / 25 °C

With 9-borabicyclo[3.3.1]nonane dimer; tri-n-butyl-tin hydride; tetra-(n-butyl)ammonium iodide; sodium hydride; lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; N,N-dimethyl-formamide; 1.1: Hydroformylation / 2.1: Addition / 2.2: Oxidation / 3.1: Etherification;
DOI:10.1021/jo981331l