C₇₀H₉₀O₆Si₂

Base Information

• Chemical Name: C₇₀H₉₀O₆Si₂
• CAS No.: 887769-18-8
• Molecular Formula: C₇₀H₉₀O₆Si₂
• Molecular Weight: 1083.65
• Mol file: 887769-18-8.mol

Synonyms:C₇₀H₉₀O₆Si₂

Chemical Property of C₇₀H₉₀O₆Si₂

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₇₀H₉₀O₆Si₂

There total 22 articles about C₇₀H₉₀O₆Si₂ 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: 74.0%

4,5-bis-benzyloxy-12-(tert-butyl-diphenyl-silanyloxy)-2,6-dimethyl-6-triethylsilanyloxy-1-trityloxy-dodecan-3-ol (887769-17-7) + methyl iodide (74-88-4) → C70H90O6Si2 (887769-18-8)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

DOI:10.1246/bcsj.79.468

Reference yield:

3,4-bis(benzyloxy)tetrahydro-5-methoxy-2-methyl-2-vinylfuran (864712-68-5) → C70H90O6Si2 (887769-18-8)

Guidance literature:

Multi-step reaction with 14 steps

1.1: 97 percent / 9-BBN / tetrahydrofuran / 16 h / 20 °C

2.1: 1.40 g / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

3.1: 2.37 g / n-BuLi / tetrahydrofuran; hexane / 13 h / 20 °C

4.1: 2.38 g / H₂ / Pd-C / ethanol / 4 h

5.1: Et₂O*BF₃ / acetic anhydride / 0.5 h / -25 °C

6.1: K₂CO₃ / methanol / 3.5 h / 20 °C

7.1: 2.61 g / NaBH₄ / methanol / 2 h / 20 °C

8.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

9.1: 95 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

10.1: NaH / tetrahydrofuran

10.2: DIBAL-H / CH₂Cl₂; tetrahydrofuran

11.1: 20 percent / Ti(O-iPr)4; D-(-)-DET; t-butylhydroperoxide / CH₂Cl₂

12.1: 87 percent / CuCN / diethyl ether / 8 h / 0 °C

13.1: 86 percent / 4-(dimethylamino)pyridine / pyridine / 18 h / 75 °C

14.1: 74 percent / NaH / dimethylformamide; various solvent(s) / 16 h / 20 °C

With 2,6-dimethylpyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; sodium tetrahydroborate; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; oxalyl dichloride; diethyl (2S,3S)-tartrate; boron trifluoride diethyl etherate; hydrogen; sodium hydride; potassium carbonate; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; diethyl ether; ethanol; hexane; dichloromethane; acetic anhydride; N,N-dimethyl-formamide; 3.1: Wittig reaction / 9.1: Swern oxidation;

DOI:10.1246/bcsj.79.468

Reference yield:

((2R,3R,4R)-3,4-Bis-benzyloxy-5-methoxy-2-methyl-tetrahydro-furan-2-yl)-acetaldehyde (887769-09-7) → C70H90O6Si2 (887769-18-8)

Guidance literature:

Multi-step reaction with 12 steps

1.1: 2.37 g / n-BuLi / tetrahydrofuran; hexane / 13 h / 20 °C

2.1: 2.38 g / H₂ / Pd-C / ethanol / 4 h

3.1: Et₂O*BF₃ / acetic anhydride / 0.5 h / -25 °C

4.1: K₂CO₃ / methanol / 3.5 h / 20 °C

5.1: 2.61 g / NaBH₄ / methanol / 2 h / 20 °C

6.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

7.1: 95 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

8.1: NaH / tetrahydrofuran

8.2: DIBAL-H / CH₂Cl₂; tetrahydrofuran

9.1: 20 percent / Ti(O-iPr)4; D-(-)-DET; t-butylhydroperoxide / CH₂Cl₂

10.1: 87 percent / CuCN / diethyl ether / 8 h / 0 °C

11.1: 86 percent / 4-(dimethylamino)pyridine / pyridine / 18 h / 75 °C

12.1: 74 percent / NaH / dimethylformamide; various solvent(s) / 16 h / 20 °C

With 2,6-dimethylpyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; sodium tetrahydroborate; n-butyllithium; oxalyl dichloride; diethyl (2S,3S)-tartrate; boron trifluoride diethyl etherate; hydrogen; sodium hydride; potassium carbonate; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; diethyl ether; ethanol; hexane; dichloromethane; acetic anhydride; N,N-dimethyl-formamide; 1.1: Wittig reaction / 7.1: Swern oxidation;

DOI:10.1246/bcsj.79.468

upstream raw materials:

4,5-bis-benzyloxy-12-(tert-butyl-diphenyl-silanyloxy)-2,6-dimethyl-6-triethylsilanyloxy-1-trityloxy-dodecan-3-ol

methyl iodide

3,4-bis(benzyloxy)tetrahydro-5-methoxy-2-methyl-2-vinylfuran

((2R,3R,4R)-3,4-Bis-benzyloxy-5-methoxy-2-methyl-tetrahydro-furan-2-yl)-acetaldehyde

Downstream raw materials:

(2S,3R,4R,5R,6R)-12-t-butyldiphenylsiloxy-3-methoxy-2,6-dimethyldodecane-1,4,5,6-tetrol

Refernces