C₅₀H₆₈O₁₀

Base Information

Chemical Name:C₅₀H₆₈O₁₀
CAS No.:911236-89-0
Molecular Formula:C₅₀H₆₈O₁₀
Molecular Weight:829.084
Hs Code.:

C<sub>50</sub>H<sub>68</sub>O<sub>10</sub>

Synonyms:C₅₀H₆₈O₁₀

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Chemical Property of C₅₀H₆₈O₁₀

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Technology Process of C₅₀H₆₈O₁₀

There total 50 articles about C₅₀H₆₈O₁₀ 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:

: 911236-94-7
(S)-4-(4-Methoxy-benzyloxy)-6-methyl-hept-6-ene-1,3-diol

: 911236-89-0
C₅₀H₆₈O₁₀

Guidance literature:: Multi-step reaction with 22 steps

1.1: 100 percent / imidazole / CH₂Cl₂

2.1: 100 percent / (COCl)2; DMSO / CH₂Cl₂ / 0.5 h / -78 °C

3.1: 79 percent / Zn(BH₄)2 / diethyl ether / -40 - -25 °C

4.1: NaH / dimethylformamide; tetrahydrofuran / 0.17 h / 0 °C

4.2: 90 percent / dimethylformamide; tetrahydrofuran / 0 - 20 °C

5.1: Et₃N / tetrahydrofuran / -78 - 0 °C

6.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

6.2: 27.6 g / tetrahydrofuran; hexane / 1.75 h / -78 - 0 °C

7.1: NaN(SiMe₃)2 / tetrahydrofuran; toluene / 1 h / -78 °C

7.2: 83 percent / tetrahydrofuran; toluene / 1 h / -78 °C

8.1: 86 percent / LiBH₄ / methanol; diethyl ether / 1 h / 0 °C

9.1: 99 percent / (COCl)2; DMSO / CH₂Cl₂ / 0.5 h / -78 °C

10.1: Mg; I₂ / tetrahydrofuran / 0.5 h

10.2: 86 percent / tetrahydrofuran / 0.08 h / 0 °C

11.1: 52 percent / Cl₂(PCy₃)(Imes)Ru=CHPh / CH₂Cl₂ / Heating

12.1: 94 percent / [PCy₃][COD][Pyr]Ir⁽¹⁺⁾*PF₆^(1-); H₂ / CH₂Cl₂ / -50 °C

13.1: 95 percent / (COCl)2; DMSO / CH₂Cl₂ / 0.5 h / -78 °C

14.1: 88 percent / tetrahydrofuran; diethyl ether / 0.33 h / -78 °C

15.1: 95 percent / H₂ / Raney nickel / ethanol; H₂O

16.1: 85 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

17.1: Ba(OH)2 / tetrahydrofuran / 0.5 h / 20 °C

17.2: 96 percent / tetrahydrofuran; H₂O / 0.5 h / 20 °C

18.1: 92 percent / Me₂PhSiH; (PPh₃)3RhCl / toluene / 50 °C

19.1: dimethyldioxirane / CH₂Cl₂ / -78 °C

19.2: i-Bu₂AlH / CH₂Cl₂; hexane / -78 °C

20.1: 0.080 g / Dess-Martin periodinane / CH₂Cl₂ / 0.5 h

21.1: 66 percent / K₂CO₃ / methanol / 65 °C

22.1: 42 percent / camphorsulfonic acid / 3 h / Heating

With 1H-imidazole; barium dihydroxide; Wilkinson's catalyst; lithium borohydride; Cl₂(PCy₃)(N,N'-(Mes)2-imidazolidin-2-yl)Ru=CHC₆H₅; n-butyllithium; zinc(II) tetrahydroborate; oxalyl dichloride; (η4-1,5-cyclooctadiene)(pyridine)(tricyclohexylphosphine)iridium(I) hexafluorophosphate; Dimethylphenylsilane; camphor-10-sulfonic acid; hydrogen; iodine; sodium hexamethyldisilazane; 3,3-dimethyldioxirane; sodium hydride; potassium carbonate; Dess-Martin periodane; magnesium; dimethyl sulfoxide; triethylamine; nickel; In tetrahydrofuran; methanol; diethyl ether; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene; 2.1: Swern oxidation / 9.1: Swern oxidation / 13.1: Swern oxidation;
DOI:10.1021/ol0615782

Reference yield:

: 911236-72-1
(3R,4S)-4-(4-Methoxy-benzyloxy)-6-methyl-1-triisopropylsilanyloxy-hept-6-en-3-ol

: 911236-89-0
C₅₀H₆₈O₁₀

Guidance literature:: Multi-step reaction with 19 steps

1.1: NaH / dimethylformamide; tetrahydrofuran / 0.17 h / 0 °C

1.2: 90 percent / dimethylformamide; tetrahydrofuran / 0 - 20 °C

2.1: Et₃N / tetrahydrofuran / -78 - 0 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

3.2: 27.6 g / tetrahydrofuran; hexane / 1.75 h / -78 - 0 °C

4.1: NaN(SiMe₃)2 / tetrahydrofuran; toluene / 1 h / -78 °C

4.2: 83 percent / tetrahydrofuran; toluene / 1 h / -78 °C

5.1: 86 percent / LiBH₄ / methanol; diethyl ether / 1 h / 0 °C

6.1: 99 percent / (COCl)2; DMSO / CH₂Cl₂ / 0.5 h / -78 °C

7.1: Mg; I₂ / tetrahydrofuran / 0.5 h

7.2: 86 percent / tetrahydrofuran / 0.08 h / 0 °C

8.1: 52 percent / Cl₂(PCy₃)(Imes)Ru=CHPh / CH₂Cl₂ / Heating

9.1: 94 percent / [PCy₃][COD][Pyr]Ir⁽¹⁺⁾*PF₆^(1-); H₂ / CH₂Cl₂ / -50 °C

10.1: 95 percent / (COCl)2; DMSO / CH₂Cl₂ / 0.5 h / -78 °C

11.1: 88 percent / tetrahydrofuran; diethyl ether / 0.33 h / -78 °C

12.1: 95 percent / H₂ / Raney nickel / ethanol; H₂O

13.1: 85 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

14.1: Ba(OH)2 / tetrahydrofuran / 0.5 h / 20 °C

14.2: 96 percent / tetrahydrofuran; H₂O / 0.5 h / 20 °C

15.1: 92 percent / Me₂PhSiH; (PPh₃)3RhCl / toluene / 50 °C

16.1: dimethyldioxirane / CH₂Cl₂ / -78 °C

16.2: i-Bu₂AlH / CH₂Cl₂; hexane / -78 °C

17.1: 0.080 g / Dess-Martin periodinane / CH₂Cl₂ / 0.5 h

18.1: 66 percent / K₂CO₃ / methanol / 65 °C

19.1: 42 percent / camphorsulfonic acid / 3 h / Heating

With barium dihydroxide; Wilkinson's catalyst; lithium borohydride; Cl₂(PCy₃)(N,N'-(Mes)2-imidazolidin-2-yl)Ru=CHC₆H₅; n-butyllithium; oxalyl dichloride; (η4-1,5-cyclooctadiene)(pyridine)(tricyclohexylphosphine)iridium(I) hexafluorophosphate; Dimethylphenylsilane; camphor-10-sulfonic acid; hydrogen; iodine; sodium hexamethyldisilazane; 3,3-dimethyldioxirane; sodium hydride; potassium carbonate; Dess-Martin periodane; magnesium; dimethyl sulfoxide; triethylamine; nickel; In tetrahydrofuran; methanol; diethyl ether; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene; 6.1: Swern oxidation / 10.1: Swern oxidation;
DOI:10.1021/ol0615782

Reference yield:

: 911236-95-8
(S)-4-(4-Methoxy-benzyloxy)-6-methyl-1-triisopropylsilanyloxy-hept-6-en-3-ol

: 911236-89-0
C₅₀H₆₈O₁₀

Guidance literature:: Multi-step reaction with 21 steps

1.1: 100 percent / (COCl)2; DMSO / CH₂Cl₂ / 0.5 h / -78 °C

2.1: 79 percent / Zn(BH₄)2 / diethyl ether / -40 - -25 °C

3.1: NaH / dimethylformamide; tetrahydrofuran / 0.17 h / 0 °C

3.2: 90 percent / dimethylformamide; tetrahydrofuran / 0 - 20 °C

4.1: Et₃N / tetrahydrofuran / -78 - 0 °C

5.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

5.2: 27.6 g / tetrahydrofuran; hexane / 1.75 h / -78 - 0 °C

6.1: NaN(SiMe₃)2 / tetrahydrofuran; toluene / 1 h / -78 °C

6.2: 83 percent / tetrahydrofuran; toluene / 1 h / -78 °C

7.1: 86 percent / LiBH₄ / methanol; diethyl ether / 1 h / 0 °C

8.1: 99 percent / (COCl)2; DMSO / CH₂Cl₂ / 0.5 h / -78 °C

9.1: Mg; I₂ / tetrahydrofuran / 0.5 h

9.2: 86 percent / tetrahydrofuran / 0.08 h / 0 °C

10.1: 52 percent / Cl₂(PCy₃)(Imes)Ru=CHPh / CH₂Cl₂ / Heating

11.1: 94 percent / [PCy₃][COD][Pyr]Ir⁽¹⁺⁾*PF₆^(1-); H₂ / CH₂Cl₂ / -50 °C

12.1: 95 percent / (COCl)2; DMSO / CH₂Cl₂ / 0.5 h / -78 °C

13.1: 88 percent / tetrahydrofuran; diethyl ether / 0.33 h / -78 °C

14.1: 95 percent / H₂ / Raney nickel / ethanol; H₂O

15.1: 85 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

16.1: Ba(OH)2 / tetrahydrofuran / 0.5 h / 20 °C

16.2: 96 percent / tetrahydrofuran; H₂O / 0.5 h / 20 °C

17.1: 92 percent / Me₂PhSiH; (PPh₃)3RhCl / toluene / 50 °C

18.1: dimethyldioxirane / CH₂Cl₂ / -78 °C

18.2: i-Bu₂AlH / CH₂Cl₂; hexane / -78 °C

19.1: 0.080 g / Dess-Martin periodinane / CH₂Cl₂ / 0.5 h

20.1: 66 percent / K₂CO₃ / methanol / 65 °C

21.1: 42 percent / camphorsulfonic acid / 3 h / Heating

With barium dihydroxide; Wilkinson's catalyst; lithium borohydride; Cl₂(PCy₃)(N,N'-(Mes)2-imidazolidin-2-yl)Ru=CHC₆H₅; n-butyllithium; zinc(II) tetrahydroborate; oxalyl dichloride; (η4-1,5-cyclooctadiene)(pyridine)(tricyclohexylphosphine)iridium(I) hexafluorophosphate; Dimethylphenylsilane; camphor-10-sulfonic acid; hydrogen; iodine; sodium hexamethyldisilazane; 3,3-dimethyldioxirane; sodium hydride; potassium carbonate; Dess-Martin periodane; magnesium; dimethyl sulfoxide; triethylamine; nickel; In tetrahydrofuran; methanol; diethyl ether; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene; 1.1: Swern oxidation / 8.1: Swern oxidation / 12.1: Swern oxidation;
DOI:10.1021/ol0615782