C₅₀H₇₆O₁₀Si

Base Information

Chemical Name:C₅₀H₇₆O₁₀Si
CAS No.:161984-84-5
Molecular Formula:C₅₀H₇₆O₁₀Si
Molecular Weight:865.233
Hs Code.:

C<sub>50</sub>H<sub>76</sub>O<sub>10</sub>Si

Synonyms:C₅₀H₇₆O₁₀Si

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Chemical Property of C₅₀H₇₆O₁₀Si

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Technology Process of C₅₀H₇₆O₁₀Si

There total 34 articles about C₅₀H₇₆O₁₀Si 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: 99.0%

: 161984-83-4
C₅₀H₇₆O₉Si

: 161984-84-5
C₅₀H₇₆O₁₀Si

Guidance literature:: With titanium(IV) isopropylate; tert.-butylhydroperoxide; (+)-Weinsaeure-diethylester; In decane; dichloromethane; at -20 ℃; for 5h;
DOI:10.1021/ja00108a051

Reference yield:

: 131311-17-6
[(2R,3S,4aR,6S,7R,8aS)-7-Benzyloxy-6-(2-benzyloxy-ethyl)-3-(tert-butyl-dimethyl-silanyloxy)-2,6,8a-trimethyl-octahydro-pyrano[3,2-b]pyran-2-yl]-methanol

: 161984-84-5
C₅₀H₇₆O₁₀Si

Guidance literature:: Multi-step reaction with 29 steps

1: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, 0.5 h

2: 1.) NaHMDS / 1.) THF, 0 deg C, 10 min, 2.) 0.5 h

3: 100 percent / H₂, Na₂CO₃ / 10percent Pd/C / ethyl acetate / 12 h / 25 °C

4: 97 percent / CSA / CH₂Cl₂; methanol / 1 h / 0 °C

5: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, 0.5 h

6: NaClO₂, NaH₂PO₄, 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 1 h / 25 °C

7: 91 percent / TBAF / tetrahydrofuran / 8 h / 65 °C

8: 1.) 2,4,6-trichlorobenzoyl chloride, Et₃N, 2.) DMAP / 1.) THF, 0 deg C, 2 h, 2.) THF, C₆H₆, 80 deg C, 1 h

9: 1.) LiHMDS, HMPA / 1.) THF, -78 deg C, 2 h, 2.) THF, -78 deg C to 25 deg C

10: 1.) t-BuLi, 2.) (2-thiophene)Cu(CN)Li, HMPA

11: 100 percent / PPTS / 1,2-dimethoxy-ethane; H₂O / 25 °C

12: 1.) BH₃*THF, 2.) 3 N NaOH, 30percent H₂O₂ / 1.) 0 deg C

13: 82 percent / LiOH / 1,2-dimethoxy-ethane; H₂O / 25 °C

14: 1.) 2,4,6-trichlorobenzoyl chloride, Et₃N, 2.) DMAP / 1.) THF, 0 deg C, 2 h, 2.) THF, C₆H₆, 80 deg C, 1 h

15: 1.) LiHMDS, HMPA / 1.) THF, -78 deg C, 2 h, 2.) THF, -78 deg C to 25 deg C

16: 66 percent / CrCl₂, NiCl₂ / dimethylformamide / 3 h / 25 °C / Irradiation

17: 89 percent / 1.) KH / diethyl ether / 25 °C

18: 67 percent / n-Bu₃SnH, AIBN / benzene / 80 °C

19: 1.) BH₃*THF, 2.) 3 N NaOH, 30percent H₂O₂ / 1.) -30 deg C

20: 96 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / -70 °C

21: 98 percent / DIBAL-H / CH₂Cl₂ / 0.08 h / -78 °C

22: 85 percent / Des-Martin periodinane / CH₂Cl₂ / 2 h / 25 °C

23: 1.) KHMDS, 18-crown-6 / 1.) THF, 0 deg C, 0.5 h, 2.) THF, 3 h

24: 100 percent / CSA / CH₂Cl₂; methanol / 1 h / 25 °C

25: 90 percent / KH / tetrahydrofuran / 2 h / 25 °C

26: 1.) DIBAL-H, 2.) MeOH / 1.) CH₂Cl₂, -78 deg C, 2 min

27: 98 percent / CH₂Cl₂ / 12 h / 25 °C

28: 96 percent / DIBAL-H / CH₂Cl₂ / 2 h / -78 °C

29: 99 percent / Ti(OiPr)4, (+)-diethyl tartrate, 5 N t-BuOOH / CH₂Cl₂; decane / 5 h / -20 °C

With 2,6-dimethylpyridine; chromium dichloride; titanium(IV) isopropylate; methanol; tert.-butylhydroperoxide; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; lithium hydroxide; sodium hydroxide; sodium chlorite; sodium dihydrogenphosphate; borane-THF; 2-methyl-but-2-ene; oxalyl dichloride; 18-crown-6 ether; 2,2'-azobis(isobutyronitrile); 2,4,6-trichlorobenzoyl chloride; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; hydrogen; dihydrogen peroxide; tert.-butyl lithium; tri-n-butyl-tin hydride; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; potassium hydride; potassium hexamethylsilazane; diisobutylaluminium hydride; sodium carbonate; Dess-Martin periodane; dimethyl sulfoxide; thien-2-yl(cyano)copper lithium; (+)-Weinsaeure-diethylester; triethylamine; nickel dichloride; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether; decane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; tert-butyl alcohol; benzene;
DOI:10.1021/ja00108a051

Reference yield:

: 131311-18-7
(2S,3S,4aR,6S,7R,8aS)-7-Benzyloxy-6-(2-benzyloxy-ethyl)-3-(tert-butyl-dimethyl-silanyloxy)-2,6,8a-trimethyl-octahydro-pyrano[3,2-b]pyran-2-carbaldehyde

: 161984-84-5
C₅₀H₇₆O₁₀Si

Guidance literature:: Multi-step reaction with 28 steps

1: 1.) NaHMDS / 1.) THF, 0 deg C, 10 min, 2.) 0.5 h

2: 100 percent / H₂, Na₂CO₃ / 10percent Pd/C / ethyl acetate / 12 h / 25 °C

3: 97 percent / CSA / CH₂Cl₂; methanol / 1 h / 0 °C

4: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, 0.5 h

5: NaClO₂, NaH₂PO₄, 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 1 h / 25 °C

6: 91 percent / TBAF / tetrahydrofuran / 8 h / 65 °C

7: 1.) 2,4,6-trichlorobenzoyl chloride, Et₃N, 2.) DMAP / 1.) THF, 0 deg C, 2 h, 2.) THF, C₆H₆, 80 deg C, 1 h

8: 1.) LiHMDS, HMPA / 1.) THF, -78 deg C, 2 h, 2.) THF, -78 deg C to 25 deg C

9: 1.) t-BuLi, 2.) (2-thiophene)Cu(CN)Li, HMPA

10: 100 percent / PPTS / 1,2-dimethoxy-ethane; H₂O / 25 °C

11: 1.) BH₃*THF, 2.) 3 N NaOH, 30percent H₂O₂ / 1.) 0 deg C

12: 82 percent / LiOH / 1,2-dimethoxy-ethane; H₂O / 25 °C

13: 1.) 2,4,6-trichlorobenzoyl chloride, Et₃N, 2.) DMAP / 1.) THF, 0 deg C, 2 h, 2.) THF, C₆H₆, 80 deg C, 1 h

14: 1.) LiHMDS, HMPA / 1.) THF, -78 deg C, 2 h, 2.) THF, -78 deg C to 25 deg C

15: 66 percent / CrCl₂, NiCl₂ / dimethylformamide / 3 h / 25 °C / Irradiation

16: 89 percent / 1.) KH / diethyl ether / 25 °C

17: 67 percent / n-Bu₃SnH, AIBN / benzene / 80 °C

18: 1.) BH₃*THF, 2.) 3 N NaOH, 30percent H₂O₂ / 1.) -30 deg C

19: 96 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / -70 °C

20: 98 percent / DIBAL-H / CH₂Cl₂ / 0.08 h / -78 °C

21: 85 percent / Des-Martin periodinane / CH₂Cl₂ / 2 h / 25 °C

22: 1.) KHMDS, 18-crown-6 / 1.) THF, 0 deg C, 0.5 h, 2.) THF, 3 h

23: 100 percent / CSA / CH₂Cl₂; methanol / 1 h / 25 °C

24: 90 percent / KH / tetrahydrofuran / 2 h / 25 °C

25: 1.) DIBAL-H, 2.) MeOH / 1.) CH₂Cl₂, -78 deg C, 2 min

26: 98 percent / CH₂Cl₂ / 12 h / 25 °C

27: 96 percent / DIBAL-H / CH₂Cl₂ / 2 h / -78 °C

28: 99 percent / Ti(OiPr)4, (+)-diethyl tartrate, 5 N t-BuOOH / CH₂Cl₂; decane / 5 h / -20 °C

With 2,6-dimethylpyridine; chromium dichloride; titanium(IV) isopropylate; methanol; tert.-butylhydroperoxide; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; lithium hydroxide; sodium hydroxide; sodium chlorite; sodium dihydrogenphosphate; borane-THF; 2-methyl-but-2-ene; oxalyl dichloride; 18-crown-6 ether; 2,2'-azobis(isobutyronitrile); 2,4,6-trichlorobenzoyl chloride; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; hydrogen; dihydrogen peroxide; tert.-butyl lithium; tri-n-butyl-tin hydride; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; potassium hydride; potassium hexamethylsilazane; diisobutylaluminium hydride; sodium carbonate; Dess-Martin periodane; dimethyl sulfoxide; thien-2-yl(cyano)copper lithium; (+)-Weinsaeure-diethylester; triethylamine; nickel dichloride; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether; decane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; tert-butyl alcohol; benzene;
DOI:10.1021/ja00108a051