C₅₄H₇₇IO₁₀Si

Base Information

Chemical Name:C₅₄H₇₇IO₁₀Si
CAS No.:457064-42-5
Molecular Formula:C₅₄H₇₇IO₁₀Si
Molecular Weight:1041.19
Hs Code.:

C<sub>54</sub>H<sub>77</sub>IO<sub>10</sub>Si

Synonyms:C₅₄H₇₇IO₁₀Si

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Chemical Property of C₅₄H₇₇IO₁₀Si

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Technology Process of C₅₄H₇₇IO₁₀Si

There total 38 articles about C₅₄H₇₇IO₁₀Si 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:

: 457064-30-1
(Z)-6-((2R,4aR,6S,7R,9R,9aS)-9-Benzyloxy-7-hydroxy-2-phenyl-hexahydro-1,3,5-trioxa-benzocyclohepten-6-yl)-hex-4-enoic acid

: 457064-42-5
C₅₄H₇₇IO₁₀Si

Guidance literature:: Multi-step reaction with 35 steps

1.1: 2,4,6-Cl₃C₆H₂COCl; Et₃N / tetrahydrofuran / 20 °C

1.2: 71 percent / DMAP / benzene / 80 °C

2.1: 6.39 g / potassium hexamethyldisilazide; hexamethylphosphoric triamide / tetrahydrofuran; toluene / 0.67 h / -78 °C

3.1: 76 percent / triethylamine / tetrakis(triphenylphosphine)palladium⁽⁰⁾ / dimethylformamide / 15 h / 50 °C

4.1: AD mix-α; methanesulfonamide / 2-methyl-propan-2-ol; tetrahydrofuran; H2O / 48 h / 20 °C

5.1: 79 percent / 10-camphorsulfonic acid / CH₂Cl₂ / 1 h / 20 °C

6.1: DIBALH / CH₂Cl₂; toluene / 0.5 h / -78 °C

7.1: 2,6-lutidine / CH₂Cl₂ / 0 - 20 °C

8.1: dimethyldioxirane / CH₂Cl₂; acetone / 1 h / -20 °C

9.1: 75 percent / triethylsilane; BH₃*THF / CH₂Cl₂; tetrahydrofuran / 0.33 h / 0 °C

10.1: 97 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.25 h / 20 °C

11.1: 98 percent / potassium tert-butoxide / tetrahydrofuran / 0.42 h / 20 °C

12.1: ethanethiol; zinc triflate / CH₂Cl₂ / 26 h / 20 °C

13.1: 78 percent / CH₂Cl₂ / 0.33 h / 20 °C

14.1: 86 percent / ethanethiol; zinc triflate / CH₂Cl₂ / 1.83 h / 20 °C

15.1: 2,6-lutidine / CH₂Cl₂ / 0.5 h / 20 °C

16.1: 96 percent / camphorsulfonic acid / methanol; CH₂Cl₂ / 0.75 h / 0 °C

17.1: iodine; triphenylphosphine; imidazole / tetrahydrofuran / 1 h / 20 °C

18.1: 86 percent / potassium tert-butoxide / tetrahydrofuran / 17 h / 0 °C

19.1: tetrahydrofuran / 2 h / 20 °C

20.1: 88 percent / sodium hydrogen carbonate / tetrakis(triphenylphosphine)palladium⁽⁰⁾ / dimethylformamide; H₂O / 17 h / 20 °C

21.1: dimethyldioxirane / CH₂Cl₂ / 0.33 h / -20 °C

22.1: 82 percent / triethylsilane; BH₃*THF / CH₂Cl₂; tetrahydrofuran / 0.25 h / -20 °C

23.1: 79.6 mg / camphorsulfonic acid / CH₂Cl₂ / 0.17 h / 20 °C

24.1: 94 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

25.1: 96 percent / 4-methylmorpholine N-oxide / tetrapropylammonium perruthenate / CH₂Cl₂ / 0.67 h / 20 °C

26.1: zinc triflate / CH₂Cl₂ / 18 h / 20 °C

27.1: pyridine / 18 h / 20 °C

28.1: 84 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 0.33 h / 20 °C

29.1: various solvent(s) / 0.17 h / 0 °C

30.1: potassium carbonate / methanol / 0.33 h / 60 °C

31.1: 58 percent / camphorsulfonic acid / CH₂Cl₂ / 0.33 h / 20 °C

32.1: 89 percent / ethanethiol; zinc triflate / CH₂Cl₂ / 1 h / 20 °C

33.1: 2,6-lutidine / CH₂Cl₂ / 0.33 h / 20 °C

34.1: 83 percent / camphorsulfonic acid / methanol; CH₂Cl₂ / 1.5 h / 0 °C

35.1: 27.4 mg / iodine; triphenylphosphine; imidazole / tetrahydrofuran / 0.25 h / 20 °C

With 1H-imidazole; 2,6-dimethylpyridine; triethylsilane; N,N,N,N,N,N-hexamethylphosphoric triamide; AD-mix-α; borane-THF; methanesulfonamide; 2,4,6-trichlorobenzoyl chloride; camphor-10-sulfonic acid; (1S)-10-camphorsulfonic acid; potassium tert-butylate; tetrabutyl ammonium fluoride; iodine; 3,3-dimethyldioxirane; potassium hexamethylsilazane; zinc trifluoromethanesulfonate; diisobutylaluminium hydride; sodium hydrogencarbonate; potassium carbonate; 4-methylmorpholine N-oxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; ethanethiol; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrapropylammonium perruthennate; camphor-10-sulfonic acid; In tetrahydrofuran; pyridine; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; tert-butyl alcohol; 20.1: Suzuki-Miyaura coupling;
DOI:10.1021/ol026306n

Reference yield:

: 457064-29-8
(Z)-6-((2R,4aR,6S,7R,9R,9aS)-9-Benzyloxy-2-phenyl-7-triethylsilanyloxy-hexahydro-1,3,5-trioxa-benzocyclohepten-6-yl)-hex-4-enoic acid ethyl ester

: 457064-42-5
C₅₄H₇₇IO₁₀Si

Guidance literature:: Multi-step reaction with 36 steps

1.1: Ba(OH)2*8H₂O / dioxane; H₂O / 60 °C

1.2: 88 percent / CSA / CH₂Cl₂; methanol / 20 °C

2.1: 2,4,6-Cl₃C₆H₂COCl; Et₃N / tetrahydrofuran / 20 °C

2.2: 71 percent / DMAP / benzene / 80 °C

3.1: 6.39 g / potassium hexamethyldisilazide; hexamethylphosphoric triamide / tetrahydrofuran; toluene / 0.67 h / -78 °C

4.1: 76 percent / triethylamine / tetrakis(triphenylphosphine)palladium⁽⁰⁾ / dimethylformamide / 15 h / 50 °C

5.1: AD mix-α; methanesulfonamide / 2-methyl-propan-2-ol; tetrahydrofuran; H2O / 48 h / 20 °C

6.1: 79 percent / 10-camphorsulfonic acid / CH₂Cl₂ / 1 h / 20 °C

7.1: DIBALH / CH₂Cl₂; toluene / 0.5 h / -78 °C

8.1: 2,6-lutidine / CH₂Cl₂ / 0 - 20 °C

9.1: dimethyldioxirane / CH₂Cl₂; acetone / 1 h / -20 °C

10.1: 75 percent / triethylsilane; BH₃*THF / CH₂Cl₂; tetrahydrofuran / 0.33 h / 0 °C

11.1: 97 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.25 h / 20 °C

12.1: 98 percent / potassium tert-butoxide / tetrahydrofuran / 0.42 h / 20 °C

13.1: ethanethiol; zinc triflate / CH₂Cl₂ / 26 h / 20 °C

14.1: 78 percent / CH₂Cl₂ / 0.33 h / 20 °C

15.1: 86 percent / ethanethiol; zinc triflate / CH₂Cl₂ / 1.83 h / 20 °C

16.1: 2,6-lutidine / CH₂Cl₂ / 0.5 h / 20 °C

17.1: 96 percent / camphorsulfonic acid / methanol; CH₂Cl₂ / 0.75 h / 0 °C

18.1: iodine; triphenylphosphine; imidazole / tetrahydrofuran / 1 h / 20 °C

19.1: 86 percent / potassium tert-butoxide / tetrahydrofuran / 17 h / 0 °C

20.1: tetrahydrofuran / 2 h / 20 °C

21.1: 88 percent / sodium hydrogen carbonate / tetrakis(triphenylphosphine)palladium⁽⁰⁾ / dimethylformamide; H₂O / 17 h / 20 °C

22.1: dimethyldioxirane / CH₂Cl₂ / 0.33 h / -20 °C

23.1: 82 percent / triethylsilane; BH₃*THF / CH₂Cl₂; tetrahydrofuran / 0.25 h / -20 °C

24.1: 79.6 mg / camphorsulfonic acid / CH₂Cl₂ / 0.17 h / 20 °C

25.1: 94 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

26.1: 96 percent / 4-methylmorpholine N-oxide / tetrapropylammonium perruthenate / CH₂Cl₂ / 0.67 h / 20 °C

27.1: zinc triflate / CH₂Cl₂ / 18 h / 20 °C

28.1: pyridine / 18 h / 20 °C

29.1: 84 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 0.33 h / 20 °C

30.1: various solvent(s) / 0.17 h / 0 °C

31.1: potassium carbonate / methanol / 0.33 h / 60 °C

32.1: 58 percent / camphorsulfonic acid / CH₂Cl₂ / 0.33 h / 20 °C

33.1: 89 percent / ethanethiol; zinc triflate / CH₂Cl₂ / 1 h / 20 °C

34.1: 2,6-lutidine / CH₂Cl₂ / 0.33 h / 20 °C

35.1: 83 percent / camphorsulfonic acid / methanol; CH₂Cl₂ / 1.5 h / 0 °C

36.1: 27.4 mg / iodine; triphenylphosphine; imidazole / tetrahydrofuran / 0.25 h / 20 °C

With 1H-imidazole; 2,6-dimethylpyridine; triethylsilane; N,N,N,N,N,N-hexamethylphosphoric triamide; barium dihydroxide; AD-mix-α; borane-THF; methanesulfonamide; 2,4,6-trichlorobenzoyl chloride; camphor-10-sulfonic acid; (1S)-10-camphorsulfonic acid; potassium tert-butylate; tetrabutyl ammonium fluoride; iodine; 3,3-dimethyldioxirane; potassium hexamethylsilazane; zinc trifluoromethanesulfonate; diisobutylaluminium hydride; sodium hydrogencarbonate; potassium carbonate; 4-methylmorpholine N-oxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; ethanethiol; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrapropylammonium perruthennate; camphor-10-sulfonic acid; In tetrahydrofuran; 1,4-dioxane; pyridine; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; tert-butyl alcohol; 21.1: Suzuki-Miyaura coupling;
DOI:10.1021/ol026306n

Reference yield:

: 457064-07-2
(Z)-(1S,3R,6R,8S,9R,11R)-9-Benzyloxy-6-phenyl-2,5,7,12-tetraoxa-tricyclo[9.7.0.0^3,8]octadec-16-en-13-one

: 457064-42-5
C₅₄H₇₇IO₁₀Si

Guidance literature:: Multi-step reaction with 34 steps

1: 6.39 g / potassium hexamethyldisilazide; hexamethylphosphoric triamide / tetrahydrofuran; toluene / 0.67 h / -78 °C

2: 76 percent / triethylamine / tetrakis(triphenylphosphine)palladium⁽⁰⁾ / dimethylformamide / 15 h / 50 °C

3: AD mix-α; methanesulfonamide / 2-methyl-propan-2-ol; tetrahydrofuran; H2O / 48 h / 20 °C

4: 79 percent / 10-camphorsulfonic acid / CH₂Cl₂ / 1 h / 20 °C

5: DIBALH / CH₂Cl₂; toluene / 0.5 h / -78 °C

6: 2,6-lutidine / CH₂Cl₂ / 0 - 20 °C

7: dimethyldioxirane / CH₂Cl₂; acetone / 1 h / -20 °C

8: 75 percent / triethylsilane; BH₃*THF / CH₂Cl₂; tetrahydrofuran / 0.33 h / 0 °C

9: 97 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.25 h / 20 °C

10: 98 percent / potassium tert-butoxide / tetrahydrofuran / 0.42 h / 20 °C

11: ethanethiol; zinc triflate / CH₂Cl₂ / 26 h / 20 °C

12: 78 percent / CH₂Cl₂ / 0.33 h / 20 °C

13: 86 percent / ethanethiol; zinc triflate / CH₂Cl₂ / 1.83 h / 20 °C

14: 2,6-lutidine / CH₂Cl₂ / 0.5 h / 20 °C

15: 96 percent / camphorsulfonic acid / methanol; CH₂Cl₂ / 0.75 h / 0 °C

16: iodine; triphenylphosphine; imidazole / tetrahydrofuran / 1 h / 20 °C

17: 86 percent / potassium tert-butoxide / tetrahydrofuran / 17 h / 0 °C

18: tetrahydrofuran / 2 h / 20 °C

19: 88 percent / sodium hydrogen carbonate / tetrakis(triphenylphosphine)palladium⁽⁰⁾ / dimethylformamide; H₂O / 17 h / 20 °C

20: dimethyldioxirane / CH₂Cl₂ / 0.33 h / -20 °C

21: 82 percent / triethylsilane; BH₃*THF / CH₂Cl₂; tetrahydrofuran / 0.25 h / -20 °C

22: 79.6 mg / camphorsulfonic acid / CH₂Cl₂ / 0.17 h / 20 °C

23: 94 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

24: 96 percent / 4-methylmorpholine N-oxide / tetrapropylammonium perruthenate / CH₂Cl₂ / 0.67 h / 20 °C

25: zinc triflate / CH₂Cl₂ / 18 h / 20 °C

26: pyridine / 18 h / 20 °C

27: 84 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 0.33 h / 20 °C

28: various solvent(s) / 0.17 h / 0 °C

29: potassium carbonate / methanol / 0.33 h / 60 °C

30: 58 percent / camphorsulfonic acid / CH₂Cl₂ / 0.33 h / 20 °C

31: 89 percent / ethanethiol; zinc triflate / CH₂Cl₂ / 1 h / 20 °C

32: 2,6-lutidine / CH₂Cl₂ / 0.33 h / 20 °C

33: 83 percent / camphorsulfonic acid / methanol; CH₂Cl₂ / 1.5 h / 0 °C

34: 27.4 mg / iodine; triphenylphosphine; imidazole / tetrahydrofuran / 0.25 h / 20 °C

With 1H-imidazole; 2,6-dimethylpyridine; triethylsilane; N,N,N,N,N,N-hexamethylphosphoric triamide; AD-mix-α; borane-THF; methanesulfonamide; camphor-10-sulfonic acid; (1S)-10-camphorsulfonic acid; potassium tert-butylate; tetrabutyl ammonium fluoride; iodine; 3,3-dimethyldioxirane; potassium hexamethylsilazane; zinc trifluoromethanesulfonate; diisobutylaluminium hydride; sodium hydrogencarbonate; potassium carbonate; 4-methylmorpholine N-oxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; ethanethiol; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrapropylammonium perruthennate; camphor-10-sulfonic acid; In tetrahydrofuran; pyridine; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; tert-butyl alcohol; 19: Suzuki-Miyaura coupling;
DOI:10.1021/ol026306n