C₄₂H₅₈O₇Si

Base Information

Chemical Name:C₄₂H₅₈O₇Si
CAS No.:615284-92-9
Molecular Formula:C₄₂H₅₈O₇Si
Molecular Weight:703.004
Hs Code.:

C<sub>42</sub>H<sub>58</sub>O<sub>7</sub>Si

Synonyms:C₄₂H₅₈O₇Si

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Chemical Property of C₄₂H₅₈O₇Si

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Technology Process of C₄₂H₅₈O₇Si

There total 32 articles about C₄₂H₅₈O₇Si 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: 95.0%

: 3282-30-2
pivaloyl chloride

: 615285-17-1
C₃₇H₅₀O₆Si

: 615284-92-9
C₄₂H₅₈O₇Si

Guidance literature:: With pyridine; dmap; In dichloromethane; at 0 - 25 ℃; for 12h;
DOI:10.1002/anie.200351825

Reference yield:

: 157240-43-2
(4R)-4,5-isopropylidenedioxy-1-(dimethoxyphosphoryl)-2-pentanone

: 615284-92-9
C₄₂H₅₈O₇Si

Guidance literature:: Multi-step reaction with 31 steps

1.1: LiCl; N,N-diisopropylethylamine / acetonitrile / 2 h / 25 °C

1.2: 86 percent / acetonitrile / 15 h / 25 °C

2.1: 98 percent / LiI; LiAlH₄ / diethyl ether / -100 - 0 °C

3.1: 97 percent / AcOH / H₂O / 5 h / 40 °C

4.1: 70 percent / NaHCO₃; N-iodosuccinimide / tetrahydrofuran / 36 h / 0 °C

5.1: 99 percent / Et₃N; 4-(dimethylamino)pyridine / CH₂Cl₂ / 10 h / 25 °C

6.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

7.1: 99 percent / H₂; Raney-Ni catalyst / ethanol / 1 h / 25 °C

8.1: 88 percent / H₂ / Pd(OH)2/C / ethanol / 3 h / 25 °C

9.1: 99 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 0 - 25 °C

10.1: Mg / tetrahydrofuran / 2 h / 25 °C

10.2: tetrahydrofuran / 2 h / -78 - 0 °C

11.1: 95 percent / Dess-Martin periodinane / CH₂Cl₂ / 4 h / 0 - 25 °C

12.1: 98 percent / triethyl orthoformate; p-TsOH / 2.5 h / 55 °C

13.1: N-methylmorpholine-N-oxide; OsO₄ / tetrahydrofuran; H₂O; 2-methyl-propan-2-ol / 14 h / 25 °C

13.2: 100 percent / NaIO₄; aq. saline solution buffer / tetrahydrofuran; 2-methyl-propan-2-ol / 5 h / 25 °C

14.1: n-BuLi / tetrahydrofuran; toluene / 3 h / -30 °C

14.2: tetrahydrofuran / 1 h / -30 °C

15.1: 13.2 g / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 2 h / 0 °C

16.1: 85 percent / TMSOTf / CH₂Cl₂ / 3 h / -78 - -30 °C

17.1: 95 percent / pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 3 h / 25 °C

18.1: 91 percent / 2,6-lutidine; N-bromosuccinimide / acetonitrile; H₂O / 2 h / 25 °C

19.1: 92 percent / NaBH₄ / methanol / 0.08 h / -5 °C

20.1: 56 percent / trifluoroacetic acid / CH₂Cl₂ / 3 h / 0 °C

21.1: 80 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 2 h / -78 - 0 °C

22.1: 83 percent / potassium bis(trimethylsilyl)amide / tetrahydrofuran; toluene / 1 h / -78 °C

23.1: 90 percent / Pd(PPh₃)4; n-Bu₃SnH / tetrahydrofuran / 0.75 h / 25 °C

24.1: 92 percent / diisobutylaluminum hydride / CH₂Cl₂ / 0.33 h / -78 °C

25.1: 92 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 2 h / -78 - 0 °C

26.1: diethyl ether; tetrahydrofuran / 1 h / 25 °C

27.1: pyridine; 4-DMAP / CH₂Cl₂ / 3 h / 0 °C

28.1: 92 percent / Pd(dppe)2; 1,8-diazabicyclo[5.4.0]undec-7-ene / dioxane / 18 h / 25 °C

29.1: 95 percent / SmI₂ / methanol; tetrahydrofuran / 0.25 h / -78 - 25 °C

30.1: 96 percent / lithium triethylborohydride / tetrahydrofuran / 0.5 h / -78 - 0 °C

31.1: 95 percent / pyridine; 4-DMAP / CH₂Cl₂ / 3 h / 0 - 25 °C

With pyridine; 2,6-dimethylpyridine; dmap; sodium tetrahydroborate; N-Bromosuccinimide; N-iodo-succinimide; osmium(VIII) oxide; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; samarium diiodide; bis[1,2-bis(diphenylphosphino)ethane]palladium⁽⁰⁾; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; Raney-Ni catalyst; hydrogen; tri-n-butyl-tin hydride; potassium hexamethylsilazane; diisobutylaluminium hydride; lithium triethylborohydride; sodium hydrogencarbonate; Dess-Martin periodane; toluene-4-sulfonic acid; magnesium; acetic acid; dimethyl sulfoxide; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; orthoformic acid triethyl ester; trifluoroacetic acid; lithium chloride; lithium iodide; palladium dihydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; water; toluene; acetonitrile; tert-butyl alcohol; 21.1: Swern oxidation / 25.1: Swern oxidation;
DOI:10.1021/ja0547477

Reference yield:

: 392663-03-5
(E)-(2R,4S,7S)-8-Benzyloxy-7-methyl-oct-5-ene-1,2,4-triol

: 615284-92-9
C₄₂H₅₈O₇Si

Guidance literature:: Multi-step reaction with 28 steps

1.1: 70 percent / NaHCO₃; N-iodosuccinimide / tetrahydrofuran / 36 h / 0 °C

2.1: 99 percent / Et₃N; 4-(dimethylamino)pyridine / CH₂Cl₂ / 10 h / 25 °C

3.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

4.1: 99 percent / H₂; Raney-Ni catalyst / ethanol / 1 h / 25 °C

5.1: 88 percent / H₂ / Pd(OH)2/C / ethanol / 3 h / 25 °C

6.1: 99 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 0 - 25 °C

7.1: Mg / tetrahydrofuran / 2 h / 25 °C

7.2: tetrahydrofuran / 2 h / -78 - 0 °C

8.1: 95 percent / Dess-Martin periodinane / CH₂Cl₂ / 4 h / 0 - 25 °C

9.1: 98 percent / triethyl orthoformate; p-TsOH / 2.5 h / 55 °C

10.1: N-methylmorpholine-N-oxide; OsO₄ / tetrahydrofuran; H₂O; 2-methyl-propan-2-ol / 14 h / 25 °C

10.2: 100 percent / NaIO₄; aq. saline solution buffer / tetrahydrofuran; 2-methyl-propan-2-ol / 5 h / 25 °C

11.1: n-BuLi / tetrahydrofuran; toluene / 3 h / -30 °C

11.2: tetrahydrofuran / 1 h / -30 °C

12.1: 13.2 g / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 2 h / 0 °C

13.1: 85 percent / TMSOTf / CH₂Cl₂ / 3 h / -78 - -30 °C

14.1: 95 percent / pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 3 h / 25 °C

15.1: 91 percent / 2,6-lutidine; N-bromosuccinimide / acetonitrile; H₂O / 2 h / 25 °C

16.1: 92 percent / NaBH₄ / methanol / 0.08 h / -5 °C

17.1: 56 percent / trifluoroacetic acid / CH₂Cl₂ / 3 h / 0 °C

18.1: 80 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 2 h / -78 - 0 °C

19.1: 83 percent / potassium bis(trimethylsilyl)amide / tetrahydrofuran; toluene / 1 h / -78 °C

20.1: 90 percent / Pd(PPh₃)4; n-Bu₃SnH / tetrahydrofuran / 0.75 h / 25 °C

21.1: 92 percent / diisobutylaluminum hydride / CH₂Cl₂ / 0.33 h / -78 °C

22.1: 92 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 2 h / -78 - 0 °C

23.1: diethyl ether; tetrahydrofuran / 1 h / 25 °C

24.1: pyridine; 4-DMAP / CH₂Cl₂ / 3 h / 0 °C

25.1: 92 percent / Pd(dppe)2; 1,8-diazabicyclo[5.4.0]undec-7-ene / dioxane / 18 h / 25 °C

26.1: 95 percent / SmI₂ / methanol; tetrahydrofuran / 0.25 h / -78 - 25 °C

27.1: 96 percent / lithium triethylborohydride / tetrahydrofuran / 0.5 h / -78 - 0 °C

28.1: 95 percent / pyridine; 4-DMAP / CH₂Cl₂ / 3 h / 0 - 25 °C

With pyridine; 2,6-dimethylpyridine; dmap; sodium tetrahydroborate; N-Bromosuccinimide; N-iodo-succinimide; osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; samarium diiodide; bis[1,2-bis(diphenylphosphino)ethane]palladium⁽⁰⁾; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; Raney-Ni catalyst; hydrogen; tri-n-butyl-tin hydride; potassium hexamethylsilazane; diisobutylaluminium hydride; lithium triethylborohydride; sodium hydrogencarbonate; Dess-Martin periodane; toluene-4-sulfonic acid; magnesium; dimethyl sulfoxide; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; orthoformic acid triethyl ester; trifluoroacetic acid; palladium dihydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; water; toluene; acetonitrile; tert-butyl alcohol; 18.1: Swern oxidation / 22.1: Swern oxidation;
DOI:10.1021/ja0547477