C₅₁H₈₃NO₁₂Si₂

Base Information

• Chemical Name: C₅₁H₈₃NO₁₂Si₂
• CAS No.: 1402589-26-7
• Molecular Formula: C₅₁H₈₃NO₁₂Si₂
• Molecular Weight: 958.391
• Mol file: 1402589-26-7.mol

Synonyms:

Chemical Property of C₅₁H₈₃NO₁₂Si₂

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₅₁H₈₃NO₁₂Si₂

There total 32 articles about C₅₁H₈₃NO₁₂Si₂ 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:

(2R,3R)-2-O-(4-methoxybenzyl)-1,2,3,4-butanetetrol (152386-84-0) → C51H83NO12Si2 (1402588-84-4) + C51H83NO12Si2 (1402589-26-7)

Guidance literature:

Multi-step reaction with 7 steps

1.1: sodium periodate / 2 h / 0 °C / Inert atmosphere

2.1: tetrahydrofuran; diethyl ether / 0.5 h / 0 °C / Inert atmosphere

2.2: 0.5 h / 0 °C

2.3: 0 °C

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / Inert atmosphere

4.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 1 h / 20 °C / Inert atmosphere

5.1: 2-methyl-but-2-ene; sodium dihydrogenphosphate; sodium chlorite / tert-butyl alcohol; water / 1.5 h / 20 °C / Inert atmosphere

6.1: dichloromethane; N,N-dimethyl-formamide / 2 h / 0 °C / Inert atmosphere

7.1: N-ethyl-N,N-diisopropylamine / toluene / 1.33 h / 40 °C

7.2: 6 h / 20 °C / Inert atmosphere

With sodium chlorite; sodium periodate; sodium dihydrogenphosphate; 2-methyl-but-2-ene; tetrabutyl ammonium fluoride; sodium hydrogencarbonate; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;

DOI:10.1021/ja3057612

Reference yield:

C18H35NO3Si → C51H83NO12Si2 (1402588-84-4) + C51H83NO12Si2 (1402589-26-7)

Guidance literature:

Multi-step reaction with 10 steps

1.1: Dess-Martin periodane / 3 h / 0 °C / Inert atmosphere

2.1: phenylborondichloride; N-ethyl-N,N-diisopropylamine / dichloromethane; methanol / 3.5 h / -78 °C / Inert atmosphere

3.1: benzo[1,3,2]dioxaborole / tetrahydrofuran / 20 h / -78 - 0 °C / Inert atmosphere

4.1: 2,6-dimethylpyridine / dichloromethane / 1 h / 0 °C / Inert atmosphere

5.1: water; ethanol / 1.33 h / Reflux

6.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / 1 h / 20 °C / Inert atmosphere

7.1: palladium 10% on activated carbon; hydrogen / ethanol / 24 h / Inert atmosphere

8.1: N-ethyl-N,N-diisopropylamine / toluene / 0.5 h / Inert atmosphere

9.1: dichloromethane / 1.5 h / 20 °C / Inert atmosphere

10.1: N-ethyl-N,N-diisopropylamine / toluene / 1.33 h / 40 °C

10.2: 6 h / 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; palladium 10% on activated carbon; phenylborondichloride; hydrogen; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; benzo[1,3,2]dioxaborole; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; toluene;

DOI:10.1021/ja3057612

Reference yield:

2,4-dimethoxytoluene (38064-90-3) → C51H83NO12Si2 (1402588-84-4) + C51H83NO12Si2 (1402589-26-7)

Guidance literature:

Multi-step reaction with 19 steps

1.1: 6 h / 0 °C / Inert atmosphere

2.1: Inert atmosphere

3.1: thionyl chloride / benzene / 2 h / Reflux

4.1: 0 - 20 °C / Inert atmosphere

5.1: sec.-butyllithium / cyclohexane / 1 h / -78 °C / Inert atmosphere

6.1: boron tribromide / dichloromethane / 5.5 h / -78 - 25 °C / Inert atmosphere

7.1: dichloromethane / 20 h / 20 °C / Inert atmosphere

8.1: potassium carbonate / N,N-dimethyl-formamide / 20 h / 80 °C / Inert atmosphere

9.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / tetrahydrofuran; tert-butyl alcohol; water / 12 h / Inert atmosphere

10.1: sodium periodate / methanol / 1 h / 20 °C / Inert atmosphere

11.1: phenylborondichloride; N-ethyl-N,N-diisopropylamine / dichloromethane; methanol / 3.5 h / -78 °C / Inert atmosphere

12.1: benzo[1,3,2]dioxaborole / tetrahydrofuran / 20 h / -78 - 0 °C / Inert atmosphere

13.1: 2,6-dimethylpyridine / dichloromethane / 1 h / 0 °C / Inert atmosphere

14.1: water; ethanol / 1.33 h / Reflux

15.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / 1 h / 20 °C / Inert atmosphere

16.1: palladium 10% on activated carbon; hydrogen / ethanol / 24 h / Inert atmosphere

17.1: N-ethyl-N,N-diisopropylamine / toluene / 0.5 h / Inert atmosphere

18.1: dichloromethane / 1.5 h / 20 °C / Inert atmosphere

19.1: N-ethyl-N,N-diisopropylamine / toluene / 1.33 h / 40 °C

19.2: 6 h / 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; thionyl chloride; palladium 10% on activated carbon; phenylborondichloride; hydrogen; sec.-butyllithium; boron tribromide; potassium carbonate; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; benzo[1,3,2]dioxaborole; In tetrahydrofuran; methanol; ethanol; dichloromethane; cyclohexane; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; benzene;

DOI:10.1021/ja3057612

upstream raw materials:

Acetic acid (4R,6R)-4-(tert-butyl-dimethyl-silanyloxy)-6-(2-hydroxy-butyl)-5,5-dimethyl-tetrahydro-pyran-2-yl ester

Acetic acid (4R,6R)-4-(tert-butyl-dimethyl-silanyloxy)-5,5-dimethyl-6-(2-oxo-ethyl)-tetrahydro-pyran-2-yl ester

2,4-dimethoxytoluene

2,4-dimethoxy-5-methyl-benzaldehyde

Refernces