C₂₃H₄₀O₄Si

Base Information

• Chemical Name: C₂₃H₄₀O₄Si
• CAS No.: 930803-41-1
• Molecular Formula: C₂₃H₄₀O₄Si
• Molecular Weight: 408.654
• Mol file: 930803-41-1.mol

Synonyms:C₂₃H₄₀O₄Si

Chemical Property of C₂₃H₄₀O₄Si

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₃H₄₀O₄Si

There total 1 articles about C₂₃H₄₀O₄Si 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:

tert-butyldimethylsilyl chloride (18162-48-6) + (3R,6S)-6-((S)-3-Benzyloxy-2-methoxy-propyl)-3-methyl-tetrahydro-pyran-2-one (156516-22-2) → C23H40O4Si (930803-41-1)

Guidance literature:

With 1H-imidazole; dmap; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1002/anie.200604053

Reference yield:

C23H40O4Si (930803-41-1) → sirolimus (53123-88-9)

Guidance literature:

Multi-step reaction with 21 steps

1.1: 99 percent / hydrogen / Pd(OH)2 / ethyl acetate / 20 °C

2.1: 99 percent / tetra-n-propylammonium perruthenate; N-methylmorpholine N-oxide; molecular sieves 4 Angstroem / CH₂Cl₂; acetonitrile / 20 °C

3.1: tetrahydrofuran / -78 °C

3.2: tetra-n-propylammonium perruthenate; N-methylmorpholine N-oxide; molecular sieves 4 Angstroem / CH₂Cl₂; acetonitrile / 20 °C

4.1: 85 percent / sodium bis(trimethylsilyl)amide / tetrahydrofuran / -78 °C

5.1: 91 percent / diisobutylaluminum hydride / toluene / -78 °C

6.1: tetrabutylammonium fluoride; acetic acid / H₂O; tetrahydrofuran / 20 °C

7.1: tetra-n-propylammonium perruthenate; N-methylmorpholine N-oxide; molecular sieves 4 Angstroem / CH₂Cl₂

8.1: CrCl₂ / tetrahydrofuran; dioxane / 0 °C

9.1: N-methylpyrrolidinone; [Pd{P(2-furyl)3}2Cl₂]; hexamethyltin / 20 °C

9.2: [Pd{P(2-furyl)3}2Cl₂]; N-methylpyrrolidinone / 20 °C

10.1: 81 percent / LiAlH(OtBu)3 / tetrahydrofuran / -10 °C

11.1: 81 percent / 4-pyrrolidinopyridine / CH₂Cl₂

12.1: 89 percent / lithium hydroxide / H₂O; tetrahydrofuran / 0 °C

13.1: 88 percent / 2,6-lutidine / CH₂Cl₂ / -20 - 20 °C

14.1: 66 percent / 2,6-lutidine / CH₂Cl₂ / -20 °C

15.1: 88 percent / 1,3-dicyclohexylcarbodiimide; 4-(dimethylamino)pyridine / CH₂Cl₂ / 0 - 20 °C

16.1: 81 percent / potassium carbonate / dimethylformamide / 20 °C

17.1: 78 percent / lithium bis(trimethylsilyl)amide / tetrahydrofuran / -78 - -20 °C

18.1: 80 percent / dimedone / [Pd(PPh₃)4] / tetrahydrofuran / 20 °C

19.1: PhI(OAc)2 / acetonitrile; H₂O / 0 °C

20.1: 2,9-dimethyl-1,10-phenanthroline; pyridine / CH₂Cl₂ / 20 °C

21.1: 61 percent / pyridine*HF / tetrahydrofuran / 50 °C

With pyridine; 2,6-dimethylpyridine; 1-methyl-pyrrolidin-2-one; chromium dichloride; dmap; lithium hydroxide; tetrapropylammonium perruthennate; 2.9-dimethyl-1,10-phenanthroline; [bis(acetoxy)iodo]benzene; 4 A molecular sieve; tetrabutyl ammonium fluoride; hydrogen; hexamethyldistannane; sodium hexamethyldisilazane; diisobutylaluminium hydride; potassium carbonate; dimedone; 4-pyrrolidin-1-ylpyridine; pyridine hydrogenfluoride; acetic acid; 4-methylmorpholine N-oxide; lithium tri-t-butoxyaluminum hydride; dicyclohexyl-carbodiimide; lithium hexamethyldisilazane; palladium dihydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile;

DOI:10.1002/anie.200604053

Reference yield:

C23H40O4Si (930803-41-1) → C66H115O13Si2N (930803-45-5)

Guidance literature:

Multi-step reaction with 9 steps

1.1: 99 percent / hydrogen / Pd(OH)2 / ethyl acetate / 20 °C

2.1: 99 percent / tetra-n-propylammonium perruthenate; N-methylmorpholine N-oxide; molecular sieves 4 Angstroem / CH₂Cl₂; acetonitrile / 20 °C

3.1: tetrahydrofuran / -78 °C

3.2: tetra-n-propylammonium perruthenate; N-methylmorpholine N-oxide; molecular sieves 4 Angstroem / CH₂Cl₂; acetonitrile / 20 °C

4.1: 85 percent / sodium bis(trimethylsilyl)amide / tetrahydrofuran / -78 °C

5.1: 91 percent / diisobutylaluminum hydride / toluene / -78 °C

6.1: tetrabutylammonium fluoride; acetic acid / H₂O; tetrahydrofuran / 20 °C

7.1: tetra-n-propylammonium perruthenate; N-methylmorpholine N-oxide; molecular sieves 4 Angstroem / CH₂Cl₂

8.1: CrCl₂ / tetrahydrofuran; dioxane / 0 °C

9.1: N-methylpyrrolidinone; [Pd{P(2-furyl)3}2Cl₂]; hexamethyltin / 20 °C

9.2: [Pd{P(2-furyl)3}2Cl₂]; N-methylpyrrolidinone / 20 °C

With 1-methyl-pyrrolidin-2-one; chromium dichloride; tetrapropylammonium perruthennate; 4 A molecular sieve; tetrabutyl ammonium fluoride; hydrogen; hexamethyldistannane; sodium hexamethyldisilazane; diisobutylaluminium hydride; acetic acid; 4-methylmorpholine N-oxide; palladium dihydroxide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; ethyl acetate; toluene; acetonitrile;

DOI:10.1002/anie.200604053

upstream raw materials:

tert-butyldimethylsilyl chloride

(3R,6S)-6-((S)-3-Benzyloxy-2-methoxy-propyl)-3-methyl-tetrahydro-pyran-2-one

Downstream raw materials:

C₆₆H₁₁₅O₁₃Si₂N

C₆₆H₁₁₇O₁₃Si₂N

C₇₀H₁₂₁O₁₅Si₂N

C₇₀H₁₂₃O₁₆Si₂N