C₃₃H₅₀O₅Si

Base Information

Chemical Name:C₃₃H₅₀O₅Si
CAS No.:172996-35-9
Molecular Formula:C₃₃H₅₀O₅Si
Molecular Weight:554.842
Hs Code.:

C<sub>33</sub>H<sub>50</sub>O<sub>5</sub>Si

Synonyms:C₃₃H₅₀O₅Si

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Chemical Property of C₃₃H₅₀O₅Si

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Technology Process of C₃₃H₅₀O₅Si

There total 21 articles about C₃₃H₅₀O₅Si 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:

: 61305-35-9
(R)-4-((tert-butyldimethylsilyl)oxy)cyclopent-2-enone

: 172996-35-9
C₃₃H₅₀O₅Si

Guidance literature:: Multi-step reaction with 21 steps

1: 99 percent / CuBr-Me₂S complex, HMPA / tetrahydrofuran / 1 h / -78 °C

2: 1.) MeLi / 1.) THF, -20 deg C, 0.5 h, 2.) THF, -20 deg, overnight

3: 87 percent / triethylamine, triphenylphosphine, palladium acetate / dimethylformamide / 3 h / 760 Torr

4: 85 percent / p-toluenesulfonic acid / acetone / 36 h / Ambient temperature

5: 1). potasium tert-butoxide 2.)K₂CO₃ / 1.) benzene, RT, 10 min, 2.) MeOH, overnight

6: 93 percent / p-toluenesulfonic acid, pyridine / methanol / 8 h

7: 1.) N-methylomorpholine N-oxide, N-methylmorpholine, 4 Angstroem molecular sieves , 2.) tetrapropylamoniumperruthenate / 1.) CH₂Cl₂, 15 min, 2.) CH₂Cl₂, overnight

8: LDA / tetrahydrofuran

9: NBS, propylene oxide, Et₃N

10: 78 percent / 30percent H₂O₂, 1 N NaOH / CH₂Cl₂; methanol / 2 h / -10 - 10 °C

11: 1). 1.3 M n-butyllithium / 1). THF, RT, 0.5 h, 2). THF, from -78 deg C to RT, 6 h

12: amonium formate, Pd₂(dba)3*CHCl₃, tributylphosphine / dioxane / 1 h / Heating

13: 1.) tetrabutylammonium iodide, sodium hydride, 2.) p-toluenosulfonic acid / 1.) DMF, 15 min., 2.) acetone, 5 min.,

14: 1.) 1,7 M tert-butyllithium / 1.) THF, pentane, -78 deg C, 15 min, 2.) THF, -78 deg C, 1 h

15: 1). pyridine 2). p-cymene / 1). THF, methylene dichloride, toluene, from -40 deg C to RT 1.5 h, 2). 130 deg C, 90 min

16: 91 percent / 1 M TBAF / tetrahydrofuran

17: NaHCO₃, m-chloroperbenzoic acid / CH₂Cl₂ / 4 h / Ambient temperature

18: 1.) 97 percent N-methylmorpholine N-oxide, 4 Angstroem molecular sieves, N-methylmorpholine, 2.) tetrapropyloamonium perruthenate / 1.) CH₂Cl, 15 min., 2.) CH₂Cl₂, RT, 30 min.,

19: 92 percent / H₂ / 10 percent Pd/C / ethyl acetate / 0.25 h / 760 Torr

20: 90 percent / 1 M superhydride / CH₂Cl₂; tetrahydrofuran / 0.17 h / -78 °C

21: 93 percent / imidazole, DMAP / dimethylformamide / 0.5 h

With 4-methyl-morpholine; pyridine; 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sodium hydroxide; N-Bromosuccinimide; tetrapropylammonium perruthennate; tributylphosphine; 4-methylisopropylbenzene; 4 A molecular sieve; potassium tert-butylate; tetrabutyl ammonium fluoride; methyllithium; hydrogen; dihydrogen peroxide; tert.-butyl lithium; ammonium formate; palladium diacetate; tetra-(n-butyl)ammonium iodide; sodium hydride; lithium triethylborohydride; sodium hydrogencarbonate; potassium carbonate; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; methyloxirane; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ja9533454

Reference yield:

: 3-(2-methyl-1,3-dioxolan-2-yl)prop-1-yl magnesium bromide

: 172996-35-9
C₃₃H₅₀O₅Si

Guidance literature:: Multi-step reaction with 21 steps

1: 99 percent / CuBr-Me₂S complex, HMPA / tetrahydrofuran / 1 h / -78 °C

2: 1.) MeLi / 1.) THF, -20 deg C, 0.5 h, 2.) THF, -20 deg, overnight

3: 87 percent / triethylamine, triphenylphosphine, palladium acetate / dimethylformamide / 3 h / 760 Torr

4: 85 percent / p-toluenesulfonic acid / acetone / 36 h / Ambient temperature

5: 1). potasium tert-butoxide 2.)K₂CO₃ / 1.) benzene, RT, 10 min, 2.) MeOH, overnight

6: 93 percent / p-toluenesulfonic acid, pyridine / methanol / 8 h

7: 1.) N-methylomorpholine N-oxide, N-methylmorpholine, 4 Angstroem molecular sieves , 2.) tetrapropylamoniumperruthenate / 1.) CH₂Cl₂, 15 min, 2.) CH₂Cl₂, overnight

8: LDA / tetrahydrofuran

9: NBS, propylene oxide, Et₃N

10: 78 percent / 30percent H₂O₂, 1 N NaOH / CH₂Cl₂; methanol / 2 h / -10 - 10 °C

11: 1). 1.3 M n-butyllithium / 1). THF, RT, 0.5 h, 2). THF, from -78 deg C to RT, 6 h

12: amonium formate, Pd₂(dba)3*CHCl₃, tributylphosphine / dioxane / 1 h / Heating

13: 1.) tetrabutylammonium iodide, sodium hydride, 2.) p-toluenosulfonic acid / 1.) DMF, 15 min., 2.) acetone, 5 min.,

14: 1.) 1,7 M tert-butyllithium / 1.) THF, pentane, -78 deg C, 15 min, 2.) THF, -78 deg C, 1 h

15: 1). pyridine 2). p-cymene / 1). THF, methylene dichloride, toluene, from -40 deg C to RT 1.5 h, 2). 130 deg C, 90 min

16: 91 percent / 1 M TBAF / tetrahydrofuran

17: NaHCO₃, m-chloroperbenzoic acid / CH₂Cl₂ / 4 h / Ambient temperature

18: 1.) 97 percent N-methylmorpholine N-oxide, 4 Angstroem molecular sieves, N-methylmorpholine, 2.) tetrapropyloamonium perruthenate / 1.) CH₂Cl, 15 min., 2.) CH₂Cl₂, RT, 30 min.,

19: 92 percent / H₂ / 10 percent Pd/C / ethyl acetate / 0.25 h / 760 Torr

20: 90 percent / 1 M superhydride / CH₂Cl₂; tetrahydrofuran / 0.17 h / -78 °C

21: 93 percent / imidazole, DMAP / dimethylformamide / 0.5 h

With 4-methyl-morpholine; pyridine; 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sodium hydroxide; N-Bromosuccinimide; tetrapropylammonium perruthennate; tributylphosphine; 4-methylisopropylbenzene; 4 A molecular sieve; potassium tert-butylate; tetrabutyl ammonium fluoride; methyllithium; hydrogen; dihydrogen peroxide; tert.-butyl lithium; ammonium formate; palladium diacetate; tetra-(n-butyl)ammonium iodide; sodium hydride; lithium triethylborohydride; sodium hydrogencarbonate; potassium carbonate; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; methyloxirane; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ja9533454

Reference yield:

: 172996-05-3
methyl (1S,3aR,6R,6aR)-6-(1,1-dimethoxyethyl)octahydro-3-oxo-1-pentalenecarboxylate

: 172996-35-9
C₃₃H₅₀O₅Si

Guidance literature:: Multi-step reaction with 14 steps

1: LDA / tetrahydrofuran

2: NBS, propylene oxide, Et₃N

3: 78 percent / 30percent H₂O₂, 1 N NaOH / CH₂Cl₂; methanol / 2 h / -10 - 10 °C

4: 1). 1.3 M n-butyllithium / 1). THF, RT, 0.5 h, 2). THF, from -78 deg C to RT, 6 h

5: amonium formate, Pd₂(dba)3*CHCl₃, tributylphosphine / dioxane / 1 h / Heating

6: 1.) tetrabutylammonium iodide, sodium hydride, 2.) p-toluenosulfonic acid / 1.) DMF, 15 min., 2.) acetone, 5 min.,

7: 1.) 1,7 M tert-butyllithium / 1.) THF, pentane, -78 deg C, 15 min, 2.) THF, -78 deg C, 1 h

8: 1). pyridine 2). p-cymene / 1). THF, methylene dichloride, toluene, from -40 deg C to RT 1.5 h, 2). 130 deg C, 90 min

9: 91 percent / 1 M TBAF / tetrahydrofuran

10: NaHCO₃, m-chloroperbenzoic acid / CH₂Cl₂ / 4 h / Ambient temperature

11: 1.) 97 percent N-methylmorpholine N-oxide, 4 Angstroem molecular sieves, N-methylmorpholine, 2.) tetrapropyloamonium perruthenate / 1.) CH₂Cl, 15 min., 2.) CH₂Cl₂, RT, 30 min.,

12: 92 percent / H₂ / 10 percent Pd/C / ethyl acetate / 0.25 h / 760 Torr

13: 90 percent / 1 M superhydride / CH₂Cl₂; tetrahydrofuran / 0.17 h / -78 °C

14: 93 percent / imidazole, DMAP / dimethylformamide / 0.5 h

With 4-methyl-morpholine; pyridine; 1H-imidazole; dmap; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sodium hydroxide; N-Bromosuccinimide; tetrapropylammonium perruthennate; tributylphosphine; 4-methylisopropylbenzene; 4 A molecular sieve; tetrabutyl ammonium fluoride; hydrogen; dihydrogen peroxide; tert.-butyl lithium; ammonium formate; tetra-(n-butyl)ammonium iodide; sodium hydride; lithium triethylborohydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; methyloxirane; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/ja9533454