C₅₅H₇₆O₁₄SeSi

Base Information

Chemical Name:C₅₅H₇₆O₁₄SeSi
CAS No.:306726-33-0
Molecular Formula:C₅₅H₇₆O₁₄SeSi
Molecular Weight:1068.25
Hs Code.:

C<sub>55</sub>H<sub>76</sub>O<sub>14</sub>SeSi

Synonyms:C₅₅H₇₆O₁₄SeSi

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Chemical Property of C₅₅H₇₆O₁₄SeSi

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Technology Process of C₅₅H₇₆O₁₄SeSi

There total 36 articles about C₅₅H₇₆O₁₄SeSi 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: 70.0%

: 256342-08-2
3-benzyloxy-2-(4-benzyloxy-3-methoxy-6-methoxymethyl-5-triisopropylsilanyloxy-tetrahydro-pyran-2-yloxy)-5-[4-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-3-phenylselanyl-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-4-ol

: 306726-33-0
C₅₅H₇₆O₁₄SeSi

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 0.25h;
DOI:10.1002/1521-3765(20000901)6:17<3116::AID-CHEM3116>3.0.CO;2-8

Reference yield:

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

: 306726-33-0
C₅₅H₇₆O₁₄SeSi

Guidance literature:: Multi-step reaction with 21 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

With 1,4-diaza-bicyclo[2.2.2]octane; 2,6-dimethylpyridine; methanol; dmap; sodium hydroxide; N-Bromosuccinimide; osmium(VIII) oxide; N-methyl-2-indolinone; 4 A molecular sieve; tetrabutyl ammonium fluoride; water; sodium hydride; di(n-butyl)tin oxide; potassium carbonate; toluene-4-sulfonic acid; ethylene glycol; triethylamine; 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:

: 256341-88-5
(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

: 306726-33-0
C₅₅H₇₆O₁₄SeSi

Guidance literature:: Multi-step reaction with 20 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

With 1,4-diaza-bicyclo[2.2.2]octane; 2,6-dimethylpyridine; methanol; dmap; sodium hydroxide; N-Bromosuccinimide; osmium(VIII) oxide; N-methyl-2-indolinone; 4 A molecular sieve; tetrabutyl ammonium fluoride; water; sodium hydride; di(n-butyl)tin oxide; potassium carbonate; toluene-4-sulfonic acid; ethylene glycol; triethylamine; 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