C₅₄H₇₀O₁₅S

Base Information

Chemical Name:C₅₄H₇₀O₁₅S
CAS No.:457064-40-3
Molecular Formula:C₅₄H₇₀O₁₅S
Molecular Weight:991.207
Hs Code.:

C<sub>54</sub>H<sub>70</sub>O<sub>15</sub>S

Synonyms:C₅₄H₇₀O₁₅S

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Chemical Property of C₅₄H₇₀O₁₅S

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Technology Process of C₅₄H₇₀O₁₅S

There total 28 articles about C₅₄H₇₀O₁₅S 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

: 457064-40-3
C₅₄H₇₀O₁₅S

Guidance literature:: Multi-step reaction with 27 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

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; 4-methylmorpholine N-oxide; triethylamine; 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

: 457064-40-3
C₅₄H₇₀O₁₅S

Guidance literature:: Multi-step reaction with 28 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

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; 4-methylmorpholine N-oxide; triethylamine; 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

: 457064-40-3
C₅₄H₇₀O₁₅S

Guidance literature:: Multi-step reaction with 26 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

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; 4-methylmorpholine N-oxide; triethylamine; 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