C₇₃H₁₁₄O₈SeSi₃

Base Information

Chemical Name:C₇₃H₁₁₄O₈SeSi₃
CAS No.:908866-51-3
Molecular Formula:C₇₃H₁₁₄O₈SeSi₃
Molecular Weight:1282.92
Hs Code.:

C<sub>73</sub>H<sub>114</sub>O<sub>8</sub>SeSi<sub>3</sub>

Synonyms:C₇₃H₁₁₄O₈SeSi₃

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Chemical Property of C₇₃H₁₁₄O₈SeSi₃

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Technology Process of C₇₃H₁₁₄O₈SeSi₃

There total 74 articles about C₇₃H₁₁₄O₈SeSi₃ 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:

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

: 908866-51-3
C₇₃H₁₁₄O₈SeSi₃

Guidance literature:: Multi-step reaction with 47 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; pyridine-SO₃ complex; 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 / 47.2: Wittig reaction;
DOI:10.1021/ja066772y

Reference yield:

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

: 908866-51-3
C₇₃H₁₁₄O₈SeSi₃

Guidance literature:: Multi-step reaction with 48 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; pyridine-SO₃ complex; 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 / 48.2: Wittig reaction;
DOI:10.1021/ja066772y

Reference yield:

: 908866-12-6
(E)-3-[(2R,3S,6R,7S)-6-Benzyloxy-7-benzyloxymethyl-2-(3-oxo-propyl)-oxepan-3-yloxy]-acrylic acid methyl ester

: 908866-51-3
C₇₃H₁₁₄O₈SeSi₃

Guidance literature:: Multi-step reaction with 40 steps

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

1.2: 84 percent / p-TsOH*H₂O / toluene / 1 h / 80 °C

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

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

3.2: 167.6 mg / tetrahydrofuran / 0.5 h / 0 - 20 °C

4.1: 97 percent / tetra-n-propylammonium perruthenate; 4-methylmorpholine N-oxide; 4 Angstroem molecular sieves / CH₂Cl₂ / 0.83 h / 20 °C

5.1: 89 percent / tetrahydrofuran; diethyl ether / 1 h / -78 - 0 °C

6.1: 100 percent / Et₃N / CH₂Cl₂ / 4 h / 20 °C

7.1: 9-BBN / tetrahydrofuran / 20 °C

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

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

9.1: 375.3 mg / PPTS / CH₂Cl₂ / 1 h / 20 °C

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

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

11.1: 356.6 g / DIBALH / CH₂Cl₂; hexane / 1 h / -78 - 0 °C

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

13.1: 890.2 mg / t-BuOK / tetrahydrofuran / 0.67 h / 0 °C

14.1: 9-BBN / tetrahydrofuran / 2.5 h / 20 °C

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

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

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

15.2: 1.35 g / aq. H₂O₂; NaHCO₃ / tetrahydrofuran / 2.5 h / 20 °C

16.1: 98 percent / tetra-n-propylammonium perruthenate; 4-methylmorpholine N-oxide; 4 Angstroem molecular sieves / CH₂Cl₂ / 1.17 h / 0 °C

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

18.1: 1.90 g / aq. 4-methylmorpholine N-oxide; OsO₄ / 2-methyl-propan-2-ol; tetrahydrofuran / 9 h / 20 °C

19.1: 76 percent / DIBALH / tetrahydrofuran; hexane / 1 h / -78 °C

20.1: Et₃N / CH₂Cl₂ / 0.25 h / 0 °C

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

22.1: 246.0 mg / tetra-n-propylammonium perruthenate; 4-methylmorpholine N-oxide; 4 Angstroem molecular sieves / CH₂Cl₂ / 2 h / 20 °C

23.1: 79 percent / Zn(OTf)2 / tetrahydrofuran / 72 h / 20 °C

24.1: 97 percent / Et₃N / CH₂Cl₂ / 0.58 h / 0 °C

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

25.2: 92 percent / CH₂Cl₂; hexane / -78 - 20 °C

26.1: 99 percent / LiDBB / tetrahydrofuran / 0.75 h / -78 °C

27.1: 98 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

28.1: 78 percent / TBAF; AcOH / tetrahydrofuran / 13 h / 20 °C

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

30.1: K₂CO₃ / methanol / 17 h / 20 °C

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

31.2: 42.8 mg / tetrahydrofuran; hexamethylphosphoric acid triamide; hexane / 1 h / -78 - 20 °C

32.1: 96 percent / HF*pyridine / tetrahydrofuran / 1 h / 20 °C

33.1: 99 percent / Et₃N / CH₂Cl₂ / 3 h / 0 °C

34.1: CuCN / tetrahydrofuran / 0.33 h / 0 °C

34.2: tetrahydrofuran / -78 - 0 °C

35.1: 62.0 mg / N-iodosuccinimide / tetrahydrofuran; acetonitrile / 5 h / 20 °C

36.1: 37.0 mg / Pd₂(dba)3; Ph₃As; copper(I) thiophene-2-carboxylate / tetrahydrofuran; dimethylsulfoxide / 2 h / 20 °C

37.1: 99 percent / imidazole / dimethylfo

With 1H-imidazole; 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; pyridine-SO₃ complex; triphenyl-arsane; dimethylsulfide borane complex; 4 A molecular sieve; potassium tert-butylate; tetrabutyl ammonium fluoride; hydrogen; iodine; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; zinc trifluoromethanesulfonate; diisobutylaluminium hydride; 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; lithium hexamethyldisilazane; palladium dihydroxide; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol; benzene; 3.2: Wittig reaction / 14.2: Suzuki- Miyaura coupling / 36.1: Stille coupling / 40.2: Wittig reaction;
DOI:10.1021/ja066772y