C₆₄H₁₀₆O₉Si₃

Base Information

Chemical Name:C₆₄H₁₀₆O₉Si₃
CAS No.:908866-35-3
Molecular Formula:C₆₄H₁₀₆O₉Si₃
Molecular Weight:1103.8
Hs Code.:

C<sub>64</sub>H<sub>106</sub>O<sub>9</sub>Si<sub>3</sub>

Synonyms:C₆₄H₁₀₆O₉Si₃

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Chemical Property of C₆₄H₁₀₆O₉Si₃

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Technology Process of C₆₄H₁₀₆O₉Si₃

There total 73 articles about C₆₄H₁₀₆O₉Si₃ 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: 75.0%

: 908866-50-2
C₇₀H₁₂₀O₉Si₄

: 908866-35-3
C₆₄H₁₀₆O₉Si₃

Guidance literature:: With methanol; pyridinium p-toluenesulfonate; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1021/ja062524q

Reference yield:

: 908866-07-9
(2R,3S,6R,7S)-6-Benzyloxy-7-benzyloxymethyl-2-hydroxymethyl-oxepan-3-ol

: 908866-35-3
C₆₄H₁₀₆O₉Si₃

Guidance literature:: Multi-step reaction with 45 steps

1.1: 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 °C

1.2: CH₂Cl₂ / 0.75 h / -78 - 20 °C

2.1: 272.1 mg / CuBr / diethyl ether / 1 h / 0 °C

3.1: OsO₄; aq. 4-methylmorpholine N-oxide / tetrahydrofuran; 2-methyl-propan-2-ol / 3 h / 20 °C

3.2: NaIO₄ / tetrahydrofuran; 2-methyl-propan-2-ol / 3 h / 20 °C

4.1: BF₃*OEt₂ / CH₂Cl₂ / 0.67 h / -78 - 0 °C

5.1: 1.39 g / TBAF / tetrahydrofuran / 20 °C

6.1: 1.57 g / 4-methylmorpholine / CH₂Cl₂ / 36 h / 20 °C

7.1: 1.27 g / NaHCO₃; MeI / acetonitrile; H₂O / 35 °C

8.1: SmI₂; MeOH / tetrahydrofuran / 0.5 h / 20 °C

8.2: 84 percent / p-TsOH*H₂O / toluene / 1 h / 80 °C

9.1: DIBALH / CH₂Cl₂; hexane / 0.5 h / -78 °C

10.1: NaHMDS / tetrahydrofuran / 0.5 h / 0 °C

10.2: 167.6 mg / tetrahydrofuran / 0.5 h / 0 - 20 °C

11.1: 97 percent / tetra-n-propylammonium perruthenate; 4-methylmorpholine N-oxide; 4 Angstroem molecular sieves / CH₂Cl₂ / 0.83 h / 20 °C

12.1: 89 percent / tetrahydrofuran; diethyl ether / 1 h / -78 - 0 °C

13.1: 100 percent / Et₃N / CH₂Cl₂ / 4 h / 20 °C

14.1: 9-BBN / tetrahydrofuran / 20 °C

14.2: aq. H₂O₂; NaHCO₃ / tetrahydrofuran / 3 h / 20 °C

15.1: H₂ / Pd(OH)2/C / methanol / 2.25 h / 20 °C

16.1: 375.3 mg / PPTS / CH₂Cl₂ / 1 h / 20 °C

17.1: t-BuOK / tetrahydrofuran / 0.33 h / 20 °C

17.2: n-Bu₄NI / tetrahydrofuran / 0.83 h / 20 °C

18.1: 356.6 g / DIBALH / CH₂Cl₂; hexane / 1 h / -78 - 0 °C

19.1: I₂; Ph₃P; imidazole / benzene / 1 h / 20 °C

20.1: 890.2 mg / t-BuOK / tetrahydrofuran / 0.67 h / 0 °C

21.1: 9-BBN / tetrahydrofuran / 2.5 h / 20 °C

21.2: aq. Cs₂CO₃ / tetrahydrofuran / 0.33 h / 20 °C

21.3: Pd(PPh₃)4 / tetrahydrofuran; dimethylformamide / 50 °C

22.1: BH₃*SMe₂ / tetrahydrofuran / 1 h / 0 °C

22.2: 1.35 g / aq. H₂O₂; NaHCO₃ / tetrahydrofuran / 2.5 h / 20 °C

23.1: 98 percent / tetra-n-propylammonium perruthenate; 4-methylmorpholine N-oxide; 4 Angstroem molecular sieves / CH₂Cl₂ / 1.17 h / 0 °C

24.1: Et₃N; LiHMDS / tetrahydrofuran / 0.58 h / -78 °C

25.1: 1.90 g / aq. 4-methylmorpholine N-oxide; OsO₄ / 2-methyl-propan-2-ol; tetrahydrofuran / 9 h / 20 °C

26.1: 76 percent / DIBALH / tetrahydrofuran; hexane / 1 h / -78 °C

27.1: Et₃N / CH₂Cl₂ / 0.25 h / 0 °C

28.1: DDQ; phosphate buffer / CH₂Cl₂ / 1 h / 20 °C / pH 7

29.1: 246.0 mg / tetra-n-propylammonium perruthenate; 4-methylmorpholine N-oxide; 4 Angstroem molecular sieves / CH₂Cl₂ / 2 h / 20 °C

30.1: 79 percent / Zn(OTf)2 / tetrahydrofuran / 72 h / 20 °C

31.1: 97 percent / Et₃N / CH₂Cl₂ / 0.58 h / 0 °C

32.1: m-chloroperbenzoic acid / CH₂Cl₂ / 2 h / -78 °C

32.2: 92 percent / CH₂Cl₂; hexane / -78 - 20 °C

33.1: 99 percent / LiDBB / tetrahydrofuran / 0.75 h / -78 °C

34.1: 98 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

35.1: 78 percent / TBAF; AcOH / tetrahydrofuran / 13 h / 20 °C

36.1: Dess-Martin periodinane / CH₂Cl₂ / 0.75 h / 20 °C

37.1: K₂CO₃ / methanol / 17 h / 20 °C

38.1: n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide; hexane / 0.5 h / -78 °C

With 4-methyl-morpholine; 1H-imidazole; 2,6-dimethylpyridine; methanol; N-iodo-succinimide; osmium(VIII) oxide; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; phosphate buffer; samarium diiodide; tetrapropylammonium perruthennate; copper(I) thiophene-2-carboxylate; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; lithium 4,4′-di(tert-butyl)biphenyl; triphenyl-arsane; dimethylsulfide borane complex; 4 A molecular sieve; boron trifluoride diethyl etherate; potassium tert-butylate; tetrabutyl ammonium fluoride; hydrogen; iodine; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; zinc trifluoromethanesulfonate; diisobutylaluminium hydride; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; pyridine hydrogenfluoride; acetic acid; 4-methylmorpholine N-oxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; copper(I) bromide; lithium hexamethyldisilazane; methyl iodide; palladium dihydroxide; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; hexane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol; benzene; 6.1: Michael reaction / 10.2: Wittig reaction / 21.2: Suzuki- Miyaura coupling / 43.1: Stille coupling;
DOI:10.1021/ja066772y

Reference yield:

: (2R,4aR,6S,7R,9aS)-7-Benzyloxy-6-benzyloxymethyl-2-phenyl-hexahydro-1,3,5-trioxa-benzocycloheptene

: 908866-35-3
C₆₄H₁₀₆O₉Si₃

Guidance literature:: Multi-step reaction with 46 steps

1.1: 9.10 g / CSA / methanol; CHCl₃ / 20 °C

2.1: 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 °C

2.2: CH₂Cl₂ / 0.75 h / -78 - 20 °C

3.1: 272.1 mg / CuBr / diethyl ether / 1 h / 0 °C

4.1: OsO₄; aq. 4-methylmorpholine N-oxide / tetrahydrofuran; 2-methyl-propan-2-ol / 3 h / 20 °C

4.2: NaIO₄ / tetrahydrofuran; 2-methyl-propan-2-ol / 3 h / 20 °C

5.1: BF₃*OEt₂ / CH₂Cl₂ / 0.67 h / -78 - 0 °C

6.1: 1.39 g / TBAF / tetrahydrofuran / 20 °C

7.1: 1.57 g / 4-methylmorpholine / CH₂Cl₂ / 36 h / 20 °C

8.1: 1.27 g / NaHCO₃; MeI / acetonitrile; H₂O / 35 °C

9.1: SmI₂; MeOH / tetrahydrofuran / 0.5 h / 20 °C

9.2: 84 percent / p-TsOH*H₂O / toluene / 1 h / 80 °C

10.1: DIBALH / CH₂Cl₂; hexane / 0.5 h / -78 °C

11.1: NaHMDS / tetrahydrofuran / 0.5 h / 0 °C

11.2: 167.6 mg / tetrahydrofuran / 0.5 h / 0 - 20 °C

12.1: 97 percent / tetra-n-propylammonium perruthenate; 4-methylmorpholine N-oxide; 4 Angstroem molecular sieves / CH₂Cl₂ / 0.83 h / 20 °C

13.1: 89 percent / tetrahydrofuran; diethyl ether / 1 h / -78 - 0 °C

14.1: 100 percent / Et₃N / CH₂Cl₂ / 4 h / 20 °C

15.1: 9-BBN / tetrahydrofuran / 20 °C

15.2: aq. H₂O₂; NaHCO₃ / tetrahydrofuran / 3 h / 20 °C

16.1: H₂ / Pd(OH)2/C / methanol / 2.25 h / 20 °C

17.1: 375.3 mg / PPTS / CH₂Cl₂ / 1 h / 20 °C

18.1: t-BuOK / tetrahydrofuran / 0.33 h / 20 °C

18.2: n-Bu₄NI / tetrahydrofuran / 0.83 h / 20 °C

19.1: 356.6 g / DIBALH / CH₂Cl₂; hexane / 1 h / -78 - 0 °C

20.1: I₂; Ph₃P; imidazole / benzene / 1 h / 20 °C

21.1: 890.2 mg / t-BuOK / tetrahydrofuran / 0.67 h / 0 °C

22.1: 9-BBN / tetrahydrofuran / 2.5 h / 20 °C

22.2: aq. Cs₂CO₃ / tetrahydrofuran / 0.33 h / 20 °C

22.3: Pd(PPh₃)4 / tetrahydrofuran; dimethylformamide / 50 °C

23.1: BH₃*SMe₂ / tetrahydrofuran / 1 h / 0 °C

23.2: 1.35 g / aq. H₂O₂; NaHCO₃ / tetrahydrofuran / 2.5 h / 20 °C

24.1: 98 percent / tetra-n-propylammonium perruthenate; 4-methylmorpholine N-oxide; 4 Angstroem molecular sieves / CH₂Cl₂ / 1.17 h / 0 °C

25.1: Et₃N; LiHMDS / tetrahydrofuran / 0.58 h / -78 °C

26.1: 1.90 g / aq. 4-methylmorpholine N-oxide; OsO₄ / 2-methyl-propan-2-ol; tetrahydrofuran / 9 h / 20 °C

27.1: 76 percent / DIBALH / tetrahydrofuran; hexane / 1 h / -78 °C

28.1: Et₃N / CH₂Cl₂ / 0.25 h / 0 °C

29.1: DDQ; phosphate buffer / CH₂Cl₂ / 1 h / 20 °C / pH 7

30.1: 246.0 mg / tetra-n-propylammonium perruthenate; 4-methylmorpholine N-oxide; 4 Angstroem molecular sieves / CH₂Cl₂ / 2 h / 20 °C

31.1: 79 percent / Zn(OTf)2 / tetrahydrofuran / 72 h / 20 °C

32.1: 97 percent / Et₃N / CH₂Cl₂ / 0.58 h / 0 °C

33.1: m-chloroperbenzoic acid / CH₂Cl₂ / 2 h / -78 °C

33.2: 92 percent / CH₂Cl₂; hexane / -78 - 20 °C

34.1: 99 percent / LiDBB / tetrahydrofuran / 0.75 h / -78 °C

35.1: 98 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

36.1: 78 percent / TBAF; AcOH / tetrahydrofuran / 13 h / 20 °C

37.1: Dess-Martin periodinane / CH₂Cl₂ / 0.75 h / 20 °C

38.1: K₂CO₃ / methanol / 17 h / 20 °C

39.1: n-BuLi / tetrahydrofuran; hexamethylphos

With 4-methyl-morpholine; 1H-imidazole; 2,6-dimethylpyridine; methanol; N-iodo-succinimide; osmium(VIII) oxide; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; phosphate buffer; samarium diiodide; tetrapropylammonium perruthennate; copper(I) thiophene-2-carboxylate; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; lithium 4,4′-di(tert-butyl)biphenyl; triphenyl-arsane; dimethylsulfide borane complex; 4 A molecular sieve; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; potassium tert-butylate; tetrabutyl ammonium fluoride; hydrogen; iodine; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; zinc trifluoromethanesulfonate; diisobutylaluminium hydride; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; pyridine hydrogenfluoride; acetic acid; 4-methylmorpholine N-oxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; copper(I) bromide; lithium hexamethyldisilazane; methyl iodide; palladium dihydroxide; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; hexane; dichloromethane; chloroform; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol; benzene; 7.1: Michael reaction / 11.2: Wittig reaction / 22.2: Suzuki- Miyaura coupling / 44.1: Stille coupling;
DOI:10.1021/ja066772y