C₄₉H₆₈O₁₃Si

Base Information

Chemical Name:C₄₉H₆₈O₁₃Si
CAS No.:306726-34-1
Molecular Formula:C₄₉H₆₈O₁₃Si
Molecular Weight:893.157
Hs Code.:

C<sub>49</sub>H<sub>68</sub>O<sub>13</sub>Si

Synonyms:C₄₉H₆₈O₁₃Si

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Chemical Property of C₄₉H₆₈O₁₃Si

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Technology Process of C₄₉H₆₈O₁₃Si

There total 42 articles about C₄₉H₆₈O₁₃Si 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:

: 126092-08-8
phenyl 2,3-di-O-isopropylidene-1-thio-α-D-mannopyranoside

: 306726-34-1
C₄₉H₆₈O₁₃Si

Guidance literature:: Multi-step reaction with 23 steps

1.1: 97 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 °C

2.1: NaH / dimethylformamide; tetrahydrofuran / 0.25 h / 0 °C

2.2: 95 percent / nBu₄NI / dimethylformamide; tetrahydrofuran / 4 h / 0 - 25 °C

3.1: 95 percent / TBAF / tetrahydrofuran / 1 h / 25 °C

4.1: NaH / dimethylformamide / 0.25 h / 0 °C

4.2: 95 percent / dimethylformamide / 1 h / 0 - 25 °C

5.1: 85 percent / TsOH; (CH₂OH)2 / methanol / 5 h / 25 °C

6.1: nBu₂SnO / toluene / 3 h / Heating

6.2: 89 percent / nBu₄NI / toluene / 5 h / 25 - 110 °C

7.1: 97 percent / H₂O; NBS / acetone / 3 h / 0 - 25 °C

8.1: nBu₂SnO / methanol / 3 h / Heating

8.2: TMSOTf / CH₂Cl₂ / 12 h / 0 - 25 °C

8.3: 10.82 g / PPTS; MeOH / 1 h / 25 °C

9.1: 87 percent / NaH / dimethylformamide / 1 h / 0 - 25 °C

10.1: 95 percent / NaOH; MeOH / diethyl ether / 1 h / 25 °C

11.1: NaH / dimethylformamide / 0.08 h / 0 °C

11.2: 90 percent / nBu₄NI / dimethylformamide / 4 h / 0 - 25 °C

12.1: 91 percent / DDQ; H₂O / CH₂Cl₂ / 1 h / 0 - 25 °C

13.1: 97 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 - 25 °C

14.1: DABCO / [(Ph₃P)3RhCl] / aq. ethanol / 2 h / Heating

15.1: 9.27 g / NMO; OsO₄; H₂O / acetone / 8 h / 25 °C

16.1: nBu₂SnO / toluene / 3 h / Heating

16.2: toluene / 1 h / 0 - 25 °C

17.1: 96 percent / Et₃N; DMAP / CH₂Cl₂ / 2 h / 0 - 25 °C

18.1: 96 percent / Et₃N; MeOH / CH₂Cl₂ / 6 h / 40 °C

19.1: 92 percent / SnCl₂; molecular sieves 4 Angstroem / diethyl ether / 3 h / 0 - 25 °C

20.1: 98 percent / K₂CO₃; MeOH / diethyl ether / 12 h / 25 °C

21.1: 70 percent / TBAF / tetrahydrofuran / 0.25 h / 0 °C

22.1: aq. NaIO₄; NaHCO₃ / methanol; CH₂Cl₂ / 4 h / 25 °C

23.1: 95 mg / iPr₂NH; vinyl acetate / toluene / 12 h / 140 °C

With 1,4-diaza-bicyclo[2.2.2]octane; 2,6-dimethylpyridine; methanol; dmap; sodium hydroxide; sodium periodate; N-Bromosuccinimide; osmium(VIII) oxide; vinyl acetate; N-methyl-2-indolinone; 4 A molecular sieve; tetrabutyl ammonium fluoride; water; sodium hydride; di(n-butyl)tin oxide; sodium hydrogencarbonate; potassium carbonate; toluene-4-sulfonic acid; ethylene glycol; triethylamine; diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; tin(ll) chloride; Wilkinson's catalyst; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone; toluene; 1.1: Etherification / 2.1: Metallation / 2.2: Etherification / 3.1: Silyl ether cleavage / 4.1: Metallation / 4.2: Methylation / 5.1: Ring cleavage / 6.1: Cyclization / 6.2: Ring cleavage / 7.1: Hydrolysis / 8.1: Cyclization / 8.2: Ring cleavage / 8.3: Methanolysis / 9.1: Methylation / 10.1: Debenzoylation / 11.1: Metallation / 11.2: Etherification / 12.1: Oxidation / 13.1: Etherification / 14.1: Isomerization / 15.1: Oxidation / 16.1: Cyclization / 16.2: Ring cleavage / 17.1: Esterification / 1;
DOI:10.1002/1521-3765(20000901)6:17<3116::AID-CHEM3116>3.0.CO;2-8

Reference yield:

: 256341-91-0
(2R,3S,4R,5S,6R)-5-(4-Methoxy-benzyloxy)-6-methoxymethyl-2-phenylsulfanyl-tetrahydro-pyran-3,4-diol

: 306726-34-1
C₄₉H₆₈O₁₃Si

Guidance literature:: Multi-step reaction with 18 steps

1.1: nBu₂SnO / toluene / 3 h / Heating

1.2: 89 percent / nBu₄NI / toluene / 5 h / 25 - 110 °C

2.1: 97 percent / H₂O; NBS / acetone / 3 h / 0 - 25 °C

3.1: nBu₂SnO / methanol / 3 h / Heating

3.2: TMSOTf / CH₂Cl₂ / 12 h / 0 - 25 °C

3.3: 10.82 g / PPTS; MeOH / 1 h / 25 °C

4.1: 87 percent / NaH / dimethylformamide / 1 h / 0 - 25 °C

5.1: 95 percent / NaOH; MeOH / diethyl ether / 1 h / 25 °C

6.1: NaH / dimethylformamide / 0.08 h / 0 °C

6.2: 90 percent / nBu₄NI / dimethylformamide / 4 h / 0 - 25 °C

7.1: 91 percent / DDQ; H₂O / CH₂Cl₂ / 1 h / 0 - 25 °C

8.1: 97 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 - 25 °C

9.1: DABCO / [(Ph₃P)3RhCl] / aq. ethanol / 2 h / Heating

10.1: 9.27 g / NMO; OsO₄; H₂O / acetone / 8 h / 25 °C

11.1: nBu₂SnO / toluene / 3 h / Heating

11.2: toluene / 1 h / 0 - 25 °C

12.1: 96 percent / Et₃N; DMAP / CH₂Cl₂ / 2 h / 0 - 25 °C

13.1: 96 percent / Et₃N; MeOH / CH₂Cl₂ / 6 h / 40 °C

14.1: 92 percent / SnCl₂; molecular sieves 4 Angstroem / diethyl ether / 3 h / 0 - 25 °C

15.1: 98 percent / K₂CO₃; MeOH / diethyl ether / 12 h / 25 °C

16.1: 70 percent / TBAF / tetrahydrofuran / 0.25 h / 0 °C

17.1: aq. NaIO₄; NaHCO₃ / methanol; CH₂Cl₂ / 4 h / 25 °C

18.1: 95 mg / iPr₂NH; vinyl acetate / toluene / 12 h / 140 °C

With 1,4-diaza-bicyclo[2.2.2]octane; 2,6-dimethylpyridine; methanol; dmap; sodium hydroxide; sodium periodate; N-Bromosuccinimide; osmium(VIII) oxide; vinyl acetate; N-methyl-2-indolinone; 4 A molecular sieve; tetrabutyl ammonium fluoride; water; sodium hydride; di(n-butyl)tin oxide; sodium hydrogencarbonate; potassium carbonate; triethylamine; diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; tin(ll) chloride; Wilkinson's catalyst; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone; toluene; 1.1: Cyclization / 1.2: Ring cleavage / 2.1: Hydrolysis / 3.1: Cyclization / 3.2: Ring cleavage / 3.3: Methanolysis / 4.1: Methylation / 5.1: Debenzoylation / 6.1: Metallation / 6.2: Etherification / 7.1: Oxidation / 8.1: Etherification / 9.1: Isomerization / 10.1: Oxidation / 11.1: Cyclization / 11.2: Ring cleavage / 12.1: Esterification / 13.1: Deacylation / 14.1: Glycosidation / 15.1: Debenzoylation / 16.1: Silyl ether cleavage / 17.1: Oxidation / 18.1: Cyclization;
DOI:10.1002/1521-3765(20000901)6:17<3116::AID-CHEM3116>3.0.CO;2-8

Reference yield:

: 256341-88-5
(3aS,4R,6R,7R,7aS)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-4-phenylsulfanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

: 306726-34-1
C₄₉H₆₈O₁₃Si

Guidance literature:: Multi-step reaction with 22 steps

1.1: NaH / dimethylformamide; tetrahydrofuran / 0.25 h / 0 °C

1.2: 95 percent / nBu₄NI / dimethylformamide; tetrahydrofuran / 4 h / 0 - 25 °C

2.1: 95 percent / TBAF / tetrahydrofuran / 1 h / 25 °C

3.1: NaH / dimethylformamide / 0.25 h / 0 °C

3.2: 95 percent / dimethylformamide / 1 h / 0 - 25 °C

4.1: 85 percent / TsOH; (CH₂OH)2 / methanol / 5 h / 25 °C

5.1: nBu₂SnO / toluene / 3 h / Heating

5.2: 89 percent / nBu₄NI / toluene / 5 h / 25 - 110 °C

6.1: 97 percent / H₂O; NBS / acetone / 3 h / 0 - 25 °C

7.1: nBu₂SnO / methanol / 3 h / Heating

7.2: TMSOTf / CH₂Cl₂ / 12 h / 0 - 25 °C

7.3: 10.82 g / PPTS; MeOH / 1 h / 25 °C

8.1: 87 percent / NaH / dimethylformamide / 1 h / 0 - 25 °C

9.1: 95 percent / NaOH; MeOH / diethyl ether / 1 h / 25 °C

10.1: NaH / dimethylformamide / 0.08 h / 0 °C

10.2: 90 percent / nBu₄NI / dimethylformamide / 4 h / 0 - 25 °C

11.1: 91 percent / DDQ; H₂O / CH₂Cl₂ / 1 h / 0 - 25 °C

12.1: 97 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 - 25 °C

13.1: DABCO / [(Ph₃P)3RhCl] / aq. ethanol / 2 h / Heating

14.1: 9.27 g / NMO; OsO₄; H₂O / acetone / 8 h / 25 °C

15.1: nBu₂SnO / toluene / 3 h / Heating

15.2: toluene / 1 h / 0 - 25 °C

16.1: 96 percent / Et₃N; DMAP / CH₂Cl₂ / 2 h / 0 - 25 °C

17.1: 96 percent / Et₃N; MeOH / CH₂Cl₂ / 6 h / 40 °C

18.1: 92 percent / SnCl₂; molecular sieves 4 Angstroem / diethyl ether / 3 h / 0 - 25 °C

19.1: 98 percent / K₂CO₃; MeOH / diethyl ether / 12 h / 25 °C

20.1: 70 percent / TBAF / tetrahydrofuran / 0.25 h / 0 °C

21.1: aq. NaIO₄; NaHCO₃ / methanol; CH₂Cl₂ / 4 h / 25 °C

22.1: 95 mg / iPr₂NH; vinyl acetate / toluene / 12 h / 140 °C

With 1,4-diaza-bicyclo[2.2.2]octane; 2,6-dimethylpyridine; methanol; dmap; sodium hydroxide; sodium periodate; N-Bromosuccinimide; osmium(VIII) oxide; vinyl acetate; N-methyl-2-indolinone; 4 A molecular sieve; tetrabutyl ammonium fluoride; water; sodium hydride; di(n-butyl)tin oxide; sodium hydrogencarbonate; potassium carbonate; toluene-4-sulfonic acid; ethylene glycol; triethylamine; diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; tin(ll) chloride; Wilkinson's catalyst; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone; toluene; 1.1: Metallation / 1.2: Etherification / 2.1: Silyl ether cleavage / 3.1: Metallation / 3.2: Methylation / 4.1: Ring cleavage / 5.1: Cyclization / 5.2: Ring cleavage / 6.1: Hydrolysis / 7.1: Cyclization / 7.2: Ring cleavage / 7.3: Methanolysis / 8.1: Methylation / 9.1: Debenzoylation / 10.1: Metallation / 10.2: Etherification / 11.1: Oxidation / 12.1: Etherification / 13.1: Isomerization / 14.1: Oxidation / 15.1: Cyclization / 15.2: Ring cleavage / 16.1: Esterification / 17.1: Deacylation / 18.1;
DOI:10.1002/1521-3765(20000901)6:17<3116::AID-CHEM3116>3.0.CO;2-8