C₃₇H₄₈O₆Si

Base Information

Chemical Name:C₃₇H₄₈O₆Si
CAS No.:881651-72-5
Molecular Formula:C₃₇H₄₈O₆Si
Molecular Weight:616.87
Hs Code.:

C<sub>37</sub>H<sub>48</sub>O<sub>6</sub>Si

Synonyms:C₃₇H₄₈O₆Si

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Chemical Property of C₃₇H₄₈O₆Si

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Technology Process of C₃₇H₄₈O₆Si

There total 20 articles about C₃₇H₄₈O₆Si 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: 92.0%

: 881651-71-4
C₃₇H₅₀O₆Si

: 881651-72-5
C₃₇H₄₈O₆Si

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - 0 ℃;
DOI:10.1021/ja054750q

Reference yield:

: 782479-12-3
3-(2-{(R)-2-[(2R,3R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-triethylsilanyloxy-tetrahydro-furan-2-yl]-1-methyl-ethyl}-[1,3]dioxolan-2-yl)-propionaldehyde

: 881651-72-5
C₃₇H₄₈O₆Si

Guidance literature:: Multi-step reaction with 13 steps

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

1.2: 87 percent / tetrahydrofuran; toluene / 0.5 h / -30 °C

2.1: 90 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 3 h / 0 °C

3.1: 89 percent / TMSOTf / CH₂Cl₂ / 0.17 h / -90 °C

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

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

5.2: 3.30 g / tetrahydrofuran; hexane / 2.5 h / 0 °C

6.1: 60 percent / Grubb's 2nd generation catalyst / CH₂Cl₂ / 12 h / 40 °C

7.1: 90 percent / PhI(OTf)2 / acetonitrile; various solvent(s) / 0.67 h / 0 °C / pH 7

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

8.2: 81 percent / N-tert-butylbenzenesulfinimidoyl chloride / tetrahydrofuran; hexane / 0.75 h / -78 °C

9.1: 80 percent / NaBH₄; CeCl₃*7H₂O / methanol / 0.67 h / -65 °C

10.1: 87 percent / pyridine; 4-DMAP / CH₂Cl₂ / 3 h / -10 °C

11.1: 82 percent / Pd₂(dba)3*CHCl₃; n-Bu₃P; LiBH₄ / 1,2-dimethoxy-ethane / 1.5 h / 0 °C

12.1: 92 percent / DIBAL-H / CH₂Cl₂ / 0.33 h / -78 °C

13.1: 92 percent / DMSO; oxalyl dichloride; Et₃N / CH₂Cl₂ / -78 - 0 °C

With pyridine; dmap; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sodium tetrahydroborate; lithium borohydride; n-butyllithium; cerium(III) chloride; oxalyl dichloride; tributylphosphine; trimethylsilyl trifluoromethanesulfonate; phenyl[(trifluoromethane)sulfonyloxy]-lambda-3-iodanyl trifluoromethanesulfonate; diisobutylaluminium hydride; Dess-Martin periodane; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; hexane; dichloromethane; toluene; acetonitrile; 4.1: Swern oxidation / 13.1: Swern oxidation;
DOI:10.1021/ja054750q

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

: 881651-72-5
C₃₇H₄₈O₆Si

Guidance literature:: Multi-step reaction with 18 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

16.1: 82 percent / Pd₂(dba)3*CHCl₃; n-Bu₃P; LiBH₄ / 1,2-dimethoxy-ethane / 1.5 h / 0 °C

17.1: 92 percent / DIBAL-H / CH₂Cl₂ / 0.33 h / -78 °C

18.1: 92 percent / DMSO; oxalyl dichloride; Et₃N / CH₂Cl₂ / -78 - 0 °C

With pyridine; 1H-imidazole; dmap; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; lithium borohydride; n-butyllithium; cerium(III) chloride; oxalyl dichloride; tributylphosphine; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; phenyl[(trifluoromethane)sulfonyloxy]-lambda-3-iodanyl trifluoromethanesulfonate; diisobutylaluminium hydride; 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; 1,2-dimethoxyethane; hexane; dichloromethane; various solvents; water; toluene; acetonitrile; tert-butyl alcohol; 9.1: Swern oxidation / 18.1: Swern oxidation;
DOI:10.1021/ja054750q