C₄₄H₆₀O₁₀Si

Base Information

Chemical Name:C₄₄H₆₀O₁₀Si
CAS No.:782479-19-0
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 15 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: 87.0%

: 782479-36-1
C₄₂H₅₈O₈Si

: 79-22-1
methyl chloroformate

: 782479-19-0
C₄₄H₆₀O₁₀Si

Guidance literature:: With dmap; In pyridine; dichloromethane; at -10 ℃; for 3h;
DOI:10.1002/anie.200460696

Reference yield:

: 2-But-3-enyl-2-{(R)-2-[(2R,3R,5S)-3-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-1-methyl-ethyl}-[1,3]dioxolane

: 782479-19-0
C₄₄H₆₀O₁₀Si

Guidance literature:: Multi-step reaction with 15 steps

1.1: 95 percent / TBAF / tetrahydrofuran / 48 h / 25 °C

2.1: 90 percent / 4-DMAP; Et₃N / CH₂Cl₂ / 10 h / 25 °C

3.1: 95 percent / imidazole; 4-DMAP / CH₂Cl₂ / 0.5 h / 0 °C

4.1: N-methylmorpholine-N-oxide; OsO₄ / CH₂Cl₂; tetrahydrofuran; H₂O / 12 h / 25 °C

5.1: 29.16 g / NaIO₄ / 2-methyl-propan-2-ol; tetrahydrofuran; various solvents / 3 h / 25 °C / pH 7

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

6.2: 87 percent / tetrahydrofuran; toluene / 0.5 h / -30 °C

7.1: 90 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 3 h / 0 °C

8.1: 89 percent / TMSOTf / CH₂Cl₂ / 0.17 h / -90 °C

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

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

10.2: 3.30 g / tetrahydrofuran; hexane / 2.5 h / 0 °C

11.1: 60 percent / Grubb's 2nd generation catalyst / CH₂Cl₂ / 12 h / 40 °C

12.1: 90 percent / PhI(OTf)2 / acetonitrile; various solvent(s) / 0.67 h / 0 °C / pH 7

13.1: LDA / tetrahydrofuran; hexane / -78 °C

13.2: 81 percent / N-tert-butylbenzenesulfinimidoyl chloride / tetrahydrofuran; hexane / 0.75 h / -78 °C

14.1: 80 percent / NaBH₄; CeCl₃*7H₂O / methanol / 0.67 h / -65 °C

15.1: 87 percent / pyridine; 4-DMAP / CH₂Cl₂ / 3 h / -10 °C

With pyridine; 1H-imidazole; dmap; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; n-butyllithium; cerium(III) chloride; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; phenyl[(trifluoromethane)sulfonyloxy]-lambda-3-iodanyl trifluoromethanesulfonate; Dess-Martin periodane; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; 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; various solvents; water; toluene; acetonitrile; tert-butyl alcohol; 9.1: Swern oxidation;
DOI:10.1021/ja054750q

Reference yield:

: 782479-35-0
2-But-3-enyl-2-{(R)-2-[(2R,3R,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-triethylsilanyloxy-tetrahydro-furan-2-yl]-1-methyl-ethyl}-[1,3]dioxolane

: 782479-19-0
C₄₄H₆₀O₁₀Si

Guidance literature:: Multi-step reaction with 12 steps

1.1: N-methylmorpholine-N-oxide; OsO₄ / CH₂Cl₂; tetrahydrofuran; H₂O / 12 h / 25 °C

2.1: 29.16 g / NaIO₄ / 2-methyl-propan-2-ol; tetrahydrofuran; various solvents / 3 h / 25 °C / pH 7

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

3.2: 87 percent / tetrahydrofuran; toluene / 0.5 h / -30 °C

4.1: 90 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 3 h / 0 °C

5.1: 89 percent / TMSOTf / CH₂Cl₂ / 0.17 h / -90 °C

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

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

7.2: 3.30 g / tetrahydrofuran; hexane / 2.5 h / 0 °C

8.1: 60 percent / Grubb's 2nd generation catalyst / CH₂Cl₂ / 12 h / 40 °C

9.1: 90 percent / PhI(OTf)2 / acetonitrile; various solvent(s) / 0.67 h / 0 °C / pH 7

10.1: LDA / tetrahydrofuran; hexane / -78 °C

10.2: 81 percent / N-tert-butylbenzenesulfinimidoyl chloride / tetrahydrofuran; hexane / 0.75 h / -78 °C

11.1: 80 percent / NaBH₄; CeCl₃*7H₂O / methanol / 0.67 h / -65 °C

12.1: 87 percent / pyridine; 4-DMAP / CH₂Cl₂ / 3 h / -10 °C

With pyridine; dmap; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; n-butyllithium; cerium(III) chloride; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; phenyl[(trifluoromethane)sulfonyloxy]-lambda-3-iodanyl trifluoromethanesulfonate; Dess-Martin periodane; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; 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; various solvents; water; toluene; acetonitrile; tert-butyl alcohol; 6.1: Swern oxidation;
DOI:10.1021/ja054750q