C₄₄H₆₀O₁₀Si

Base Information

Chemical Name:C₄₄H₆₀O₁₀Si
CAS No.:881652-12-6
Molecular Formula:C₄₄H₆₀O₁₀Si
Molecular Weight:777.04
Hs Code.:

C<sub>44</sub>H<sub>60</sub>O<sub>10</sub>Si

Synonyms:C₄₄H₆₀O₁₀Si

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Chemical Property of C₄₄H₆₀O₁₀Si

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Technology Process of C₄₄H₆₀O₁₀Si

There total 34 articles about C₄₄H₆₀O₁₀Si 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:

: 782479-08-7
C₃₆H₅₀O₆S₂Si

: 881652-12-6
C₄₄H₆₀O₁₀Si

Guidance literature:: Multi-step reaction with 14 steps

1.1: 95 percent / 4-DMAP; pyridine / CH₂Cl₂ / 3 h / 0 - 25 °C

2.1: 91 percent / 2,6-lutidine; N-bromosuccinimide; H₂O / acetonitrile / 2 h / 25 °C

3.1: 92 percent / NaBH₄ / methanol / 0.08 h / -5 °C

4.1: 56 percent / trifluoroacetic acid / CH₂Cl₂ / 3 h / 0 °C

5.1: 97 percent / imidazole / CH₂Cl₂ / 0.5 h / 0 °C

6.1: 96 percent / DIBAL-H / CH₂Cl₂ / 1 h / -78 °C

7.1: oxalyl dichloride; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

8.1: n-BuLi / tetrahydrofuran; hexane / 1.33 h / -78 - 0 °C

8.2: 145 mg / tetrahydrofuran; hexane / 2.5 h / 0 °C

9.1: 55 percent / Grubb's catalyst 2nd generation / CH₂Cl₂ / 12 h / 40 °C

10.1: 86 percent / HF*py; pyridine / tetrahydrofuran / 2 h / 0 °C

11.1: 88 percent / oxalyl dichloride; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

12.1: LDA / tetrahydrofuran; hexane / 0.17 h / -78 °C

12.2: 71 percent / N-tert-butylbenzenesulfinimidoyl chloride / tetrahydrofuran; hexane / 0.75 h / -78 °C

13.1: 82 percent / NaBH₄; CeCl₃*7H₂O / methanol / 0.5 h / -65 °C

14.1: 4-DMAP; pyridine / CH₂Cl₂ / 3 h / -10 °C

With pyridine; 1H-imidazole; 2,6-dimethylpyridine; dmap; sodium tetrahydroborate; N-Bromosuccinimide; n-butyllithium; cerium(III) chloride; oxalyl dichloride; water; diisobutylaluminium hydride; pyridine hydrogenfluoride; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; lithium diisopropyl amide; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; methanol; hexane; dichloromethane; acetonitrile; 7.1: Swern oxidation / 11.1: Swern oxidation;
DOI:10.1021/ja054750q

Reference yield:

: 881651-47-4
(E)-(2R,5S)-6-Benzyloxy-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5-methyl-hex-3-en-2-ol

: 881652-12-6
C₄₄H₆₀O₁₀Si

Guidance literature:: Multi-step reaction with 32 steps

1.1: 97 percent / aq. acetic acid / 5 h / 40 °C

2.1: 70 percent / N-iodosuccinimide; NaHCO₃ / tetrahydrofuran / 36 h / 0 °C

3.1: 99 percent / Et₃N; 4-DMAP / CH₂Cl₂ / 0 - 25 °C

4.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

5.1: 99 percent / H₂ / Raney-Ni / ethanol / 1 h / 25 °C

6.1: 88 percent / H₂ / Pd(OH)2/C / ethanol / 3 h / 25 °C

7.1: 99 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 0 - 25 °C

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

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

9.1: 40.9 g / Dess-Martin periodinane / CH₂Cl₂ / 4 h / 0 - 25 °C

10.1: 98 percent / triethyl orthoformate; p-TsOH / 2.5 h / 55 °C

11.1: 96 percent / TBAF / tetrahydrofuran / 48 h / 25 °C

12.1: 97 percent / Et₃N; 4-DMAP / CH₂Cl₂ / 16 h / 0 - 25 °C

13.1: 98 percent / imidazole; 4-DMAP / CH₂Cl₂ / 0.5 h / 0 °C

14.1: N-methylmorpholine-N-oxide; OsO₄ / 2-methyl-propan-2-ol; H₂O; tetrahydrofuran / 12 h / 25 °C

15.1: 41.5 g / NaIO₄ / 2-methyl-propan-2-ol; H₂O; various solvents / 5 h / 20 °C / pH 7

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

16.2: tetrahydrofuran; toluene / 1 h / -30 °C

17.1: 13.2 g / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 2 h / 0 °C

18.1: 70 percent / TMSOTf / CH₂Cl₂ / 3 h / -78 - -30 °C

19.1: 95 percent / 4-DMAP; pyridine / CH₂Cl₂ / 3 h / 0 - 25 °C

20.1: 91 percent / 2,6-lutidine; N-bromosuccinimide; H₂O / acetonitrile / 2 h / 25 °C

21.1: 92 percent / NaBH₄ / methanol / 0.08 h / -5 °C

22.1: 56 percent / trifluoroacetic acid / CH₂Cl₂ / 3 h / 0 °C

23.1: 97 percent / imidazole / CH₂Cl₂ / 0.5 h / 0 °C

24.1: 96 percent / DIBAL-H / CH₂Cl₂ / 1 h / -78 °C

25.1: oxalyl dichloride; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

26.1: n-BuLi / tetrahydrofuran; hexane / 1.33 h / -78 - 0 °C

26.2: 145 mg / tetrahydrofuran; hexane / 2.5 h / 0 °C

27.1: 55 percent / Grubb's catalyst 2nd generation / CH₂Cl₂ / 12 h / 40 °C

28.1: 86 percent / HF*py; pyridine / tetrahydrofuran / 2 h / 0 °C

29.1: 88 percent / oxalyl dichloride; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

30.1: LDA / tetrahydrofuran; hexane / 0.17 h / -78 °C

30.2: 71 percent / N-tert-butylbenzenesulfinimidoyl chloride / tetrahydrofuran; hexane / 0.75 h / -78 °C

31.1: 82 percent / NaBH₄; CeCl₃*7H₂O / methanol / 0.5 h / -65 °C

32.1: 4-DMAP; pyridine / CH₂Cl₂ / 3 h / -10 °C

With pyridine; 1H-imidazole; 2,6-dimethylpyridine; dmap; sodium tetrahydroborate; sodium periodate; N-Bromosuccinimide; N-iodo-succinimide; osmium(VIII) oxide; n-butyllithium; cerium(III) chloride; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; water; hydrogen; diisobutylaluminium hydride; sodium hydrogencarbonate; Dess-Martin periodane; toluene-4-sulfonic acid; pyridine hydrogenfluoride; magnesium; acetic acid; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; orthoformic acid triethyl ester; trifluoroacetic acid; lithium diisopropyl amide; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; palladium dihydroxide; nickel; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; various solvents; water; toluene; acetonitrile; tert-butyl alcohol; 25.1: Swern oxidation / 29.1: Swern oxidation;
DOI:10.1021/ja054750q

Reference yield:

: 881651-49-6
(2S,3R,5S)-2-((1S,2R)-3-Benzyloxy-1-iodo-2-methyl-propyl)-5-hydroxymethyl-tetrahydro-furan-3-ol

: 881652-12-6
C₄₄H₆₀O₁₀Si

Guidance literature:: Multi-step reaction with 30 steps

1.1: 99 percent / Et₃N; 4-DMAP / CH₂Cl₂ / 0 - 25 °C

2.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

3.1: 99 percent / H₂ / Raney-Ni / ethanol / 1 h / 25 °C

4.1: 88 percent / H₂ / Pd(OH)2/C / ethanol / 3 h / 25 °C

5.1: 99 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 0 - 25 °C

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

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

7.1: 40.9 g / Dess-Martin periodinane / CH₂Cl₂ / 4 h / 0 - 25 °C

8.1: 98 percent / triethyl orthoformate; p-TsOH / 2.5 h / 55 °C

9.1: 96 percent / TBAF / tetrahydrofuran / 48 h / 25 °C

10.1: 97 percent / Et₃N; 4-DMAP / CH₂Cl₂ / 16 h / 0 - 25 °C

11.1: 98 percent / imidazole; 4-DMAP / CH₂Cl₂ / 0.5 h / 0 °C

12.1: N-methylmorpholine-N-oxide; OsO₄ / 2-methyl-propan-2-ol; H₂O; tetrahydrofuran / 12 h / 25 °C

13.1: 41.5 g / NaIO₄ / 2-methyl-propan-2-ol; H₂O; various solvents / 5 h / 20 °C / pH 7

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

14.2: tetrahydrofuran; toluene / 1 h / -30 °C

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

16.1: 70 percent / TMSOTf / CH₂Cl₂ / 3 h / -78 - -30 °C

17.1: 95 percent / 4-DMAP; pyridine / CH₂Cl₂ / 3 h / 0 - 25 °C

18.1: 91 percent / 2,6-lutidine; N-bromosuccinimide; H₂O / acetonitrile / 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: 97 percent / imidazole / CH₂Cl₂ / 0.5 h / 0 °C

22.1: 96 percent / DIBAL-H / CH₂Cl₂ / 1 h / -78 °C

23.1: oxalyl dichloride; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

24.1: n-BuLi / tetrahydrofuran; hexane / 1.33 h / -78 - 0 °C

24.2: 145 mg / tetrahydrofuran; hexane / 2.5 h / 0 °C

25.1: 55 percent / Grubb's catalyst 2nd generation / CH₂Cl₂ / 12 h / 40 °C

26.1: 86 percent / HF*py; pyridine / tetrahydrofuran / 2 h / 0 °C

27.1: 88 percent / oxalyl dichloride; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

28.1: LDA / tetrahydrofuran; hexane / 0.17 h / -78 °C

28.2: 71 percent / N-tert-butylbenzenesulfinimidoyl chloride / tetrahydrofuran; hexane / 0.75 h / -78 °C

29.1: 82 percent / NaBH₄; CeCl₃*7H₂O / methanol / 0.5 h / -65 °C

30.1: 4-DMAP; pyridine / CH₂Cl₂ / 3 h / -10 °C

With pyridine; 1H-imidazole; 2,6-dimethylpyridine; dmap; sodium tetrahydroborate; sodium periodate; N-Bromosuccinimide; osmium(VIII) oxide; n-butyllithium; cerium(III) chloride; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; water; hydrogen; diisobutylaluminium hydride; Dess-Martin periodane; toluene-4-sulfonic acid; pyridine hydrogenfluoride; magnesium; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; orthoformic acid triethyl ester; trifluoroacetic acid; lithium diisopropyl amide; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; palladium dihydroxide; nickel; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; various solvents; water; toluene; acetonitrile; tert-butyl alcohol; 23.1: Swern oxidation / 27.1: Swern oxidation;
DOI:10.1021/ja054750q