C₅₀H₅₄Br₃NO₁₂SSi

Base Information

Chemical Name:C₅₀H₅₄Br₃NO₁₂SSi
CAS No.:306726-03-4
Molecular Formula:C₅₀H₅₄Br₃NO₁₂SSi
Molecular Weight:1160.84
Hs Code.:

C<sub>50</sub>H<sub>54</sub>Br<sub>3</sub>NO<sub>12</sub>SSi

Synonyms:C₅₀H₅₄Br₃NO₁₂SSi

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Chemical Property of C₅₀H₅₄Br₃NO₁₂SSi

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Technology Process of C₅₀H₅₄Br₃NO₁₂SSi

There total 14 articles about C₅₀H₅₄Br₃NO₁₂SSi 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:

: 306725-95-1
(2S,3S,5R,8R,9R,10R)-8-Benzyloxy-2-benzyloxymethyl-3-hydroxymethyl-1,4,6-trioxa-spiro[4.5]decane-9,10-diol

: 306726-03-4
C₅₀H₅₄Br₃NO₁₂SSi

Guidance literature:: Multi-step reaction with 11 steps

1.1: 92 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 °C

2.1: 97 percent / Et₃N; DMAP / CH₂Cl₂ / 2 h / 0 - 25 °C

3.1: 95 percent / H₂ / 10 percent Pd/C / ethyl acetate / 2 h / 25 °C

4.1: 89 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 °C

5.1: 89 percent / iPr₂NEt / CH₂Cl₂ / 4 h / 50 °C

6.1: 83 percent / PPTS; EtOH / tetrahydrofuran / 6 h / 50 °C

7.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 4 h / -78 - -40 °C

8.1: CH₂Cl₂ / 12 h / -40 - 25 °C

8.2: PPTS; MeOH / 2 h / 25 °C

9.1: 89 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

10.1: K₂CO₃; MeOH / 1 h / 25 °C

11.1: 0.122 g / Et₃N; DMAP / CH₂Cl₂ / 0 - 25 °C

With 2,6-dimethylpyridine; methanol; dmap; oxalyl dichloride; ethanol; hydrogen; pyridinium p-toluenesulfonate; potassium carbonate; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; 1.1: Etherification / 2.1: Esterification / 3.1: Hydrogenolysis / 4.1: Etherification / 5.1: Etherification / 6.1: Silyl ether cleavage / 7.1: Oxidation / 8.1: Addition / 8.2: Methanolysis / 9.1: Etherification / 10.1: Silyl ether cleavage; Deacylation / 11.1: Esterification;
DOI:10.1002/1521-3765(20000901)6:17<3116::AID-CHEM3116>3.0.CO;2-8

Reference yield:

: (2S,3S,8R,9S,10R)-8-Benzyloxy-2-benzyloxymethyl-9,10-bis-[((E)-propenyl)oxy]-3-[((E)-propenyl)oxymethyl]-1,4,6-trioxa-spiro[4.5]decane

: 306726-03-4
C₅₀H₅₄Br₃NO₁₂SSi

Guidance literature:: Multi-step reaction with 12 steps

1.1: 0.58 g / NMO; H₂O; OsO₄ / acetone / 8 h / 25 °C

2.1: 92 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 °C

3.1: 97 percent / Et₃N; DMAP / CH₂Cl₂ / 2 h / 0 - 25 °C

4.1: 95 percent / H₂ / 10 percent Pd/C / ethyl acetate / 2 h / 25 °C

5.1: 89 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 °C

6.1: 89 percent / iPr₂NEt / CH₂Cl₂ / 4 h / 50 °C

7.1: 83 percent / PPTS; EtOH / tetrahydrofuran / 6 h / 50 °C

8.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 4 h / -78 - -40 °C

9.1: CH₂Cl₂ / 12 h / -40 - 25 °C

9.2: PPTS; MeOH / 2 h / 25 °C

10.1: 89 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

11.1: K₂CO₃; MeOH / 1 h / 25 °C

12.1: 0.122 g / Et₃N; DMAP / CH₂Cl₂ / 0 - 25 °C

With 2,6-dimethylpyridine; methanol; dmap; osmium(VIII) oxide; N-methyl-2-indolinone; oxalyl dichloride; ethanol; water; hydrogen; pyridinium p-toluenesulfonate; potassium carbonate; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; acetone; 1.1: Oxidation / 2.1: Etherification / 3.1: Esterification / 4.1: Hydrogenolysis / 5.1: Etherification / 6.1: Etherification / 7.1: Silyl ether cleavage / 8.1: Oxidation / 9.1: Addition / 9.2: Methanolysis / 10.1: Etherification / 11.1: Silyl ether cleavage; Deacylation / 12.1: Esterification;
DOI:10.1002/1521-3765(20000901)6:17<3116::AID-CHEM3116>3.0.CO;2-8

Reference yield:

: 306725-94-0
(2S,3S,8R,9S,10R)-9,10-Bis-allyloxy-2-allyloxymethyl-8-benzyloxy-3-benzyloxymethyl-1,4,6-trioxa-spiro[4.5]decane

: 306726-03-4
C₅₀H₅₄Br₃NO₁₂SSi

Guidance literature:: Multi-step reaction with 13 steps

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

2.1: 0.58 g / NMO; H₂O; OsO₄ / acetone / 8 h / 25 °C

3.1: 92 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 °C

4.1: 97 percent / Et₃N; DMAP / CH₂Cl₂ / 2 h / 0 - 25 °C

5.1: 95 percent / H₂ / 10 percent Pd/C / ethyl acetate / 2 h / 25 °C

6.1: 89 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 °C

7.1: 89 percent / iPr₂NEt / CH₂Cl₂ / 4 h / 50 °C

8.1: 83 percent / PPTS; EtOH / tetrahydrofuran / 6 h / 50 °C

9.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 4 h / -78 - -40 °C

10.1: CH₂Cl₂ / 12 h / -40 - 25 °C

10.2: PPTS; MeOH / 2 h / 25 °C

11.1: 89 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

12.1: K₂CO₃; MeOH / 1 h / 25 °C

13.1: 0.122 g / Et₃N; DMAP / CH₂Cl₂ / 0 - 25 °C

With 1,4-diaza-bicyclo[2.2.2]octane; 2,6-dimethylpyridine; methanol; dmap; osmium(VIII) oxide; N-methyl-2-indolinone; oxalyl dichloride; ethanol; water; hydrogen; pyridinium p-toluenesulfonate; potassium carbonate; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; Wilkinson's catalyst; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; acetone; 1.1: Isomerization / 2.1: Oxidation / 3.1: Etherification / 4.1: Esterification / 5.1: Hydrogenolysis / 6.1: Etherification / 7.1: Etherification / 8.1: Silyl ether cleavage / 9.1: Oxidation / 10.1: Addition / 10.2: Methanolysis / 11.1: Etherification / 12.1: Silyl ether cleavage; Deacylation / 13.1: Esterification;
DOI:10.1002/1521-3765(20000901)6:17<3116::AID-CHEM3116>3.0.CO;2-8