(4S,6S )-4-cyano-6-triisopropylsilyloxymethyl-4-(2-phenylethyl)-2,2-dimethyl-1,3-dioxane

Base Information

• Chemical Name: (4S,6S )-4-cyano-6-triisopropylsilyloxymethyl-4-(2-phenylethyl)-2,2-dimethyl-1,3-dioxane
• CAS No.: 465545-33-9
• Molecular Formula: C₂₅H₄₁NO₃Si
• Molecular Weight: 431.691
• Mol file: 465545-33-9.mol

Synonyms:(4S,6S )-4-cyano-6-triisopropylsilyloxymethyl-4-(2-phenylethyl)-2,2-dimethyl-1,3-dioxane

Chemical Property of (4S,6S )-4-cyano-6-triisopropylsilyloxymethyl-4-(2-phenylethyl)-2,2-dimethyl-1,3-dioxane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S,6S )-4-cyano-6-triisopropylsilyloxymethyl-4-(2-phenylethyl)-2,2-dimethyl-1,3-dioxane

There total 1 articles about (4S,6S )-4-cyano-6-triisopropylsilyloxymethyl-4-(2-phenylethyl)-2,2-dimethyl-1,3-dioxane 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: 60.0%

1-phenyl-2-bromoethane (103-63-9) + (6S)-2,2-dimethyl-6-(((triisopropylsilyl)oxy)methyl)-1,3-dioxane-4-carbonitrile (186886-74-8) → (4S,6S )-4-cyano-6-triisopropylsilyloxymethyl-4-(2-phenylethyl)-2,2-dimethyl-1,3-dioxane (465545-33-9)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -40 ℃; for 2.5h;

DOI:10.1021/ol0263550

Reference yield: 77.0%

(4S,6S )-4-cyano-6-triisopropylsilyloxymethyl-4-(2-phenylethyl)-2,2-dimethyl-1,3-dioxane (465545-33-9) → (4S,6S)-4-triisopropylsilyloxymethyl-6-(2-phenylethyl)-2,2-dimethyl-1,3-dioxane (465545-34-0)

Guidance literature:

With ammonia; lithium; In tetrahydrofuran; diethyl ether; at -78 ℃; for 2h;

DOI:10.1021/ol0263550

Reference yield:

(4S,6S )-4-cyano-6-triisopropylsilyloxymethyl-4-(2-phenylethyl)-2,2-dimethyl-1,3-dioxane (465545-33-9) → (4S,6S )-4-tert-butyldimethylsilyloxymethyl-6-(2-phenylethyl)-2,2-dimethyl-1,3-dioxane

Guidance literature:

Multi-step reaction with 3 steps

1: 77 percent / Li; ammonia / tetrahydrofuran; diethyl ether / 2 h / -78 °C

2: 95 percent / n-Bu₄NF / tetrahydrofuran / 4 h / 20 °C

3: 66 percent / imidazole / dimethylformamide / 17 h / 20 °C

With 1H-imidazole; tetrabutyl ammonium fluoride; ammonia; lithium; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide;

DOI:10.1021/ol0263550

upstream raw materials:

1-phenyl-2-bromoethane

(6S)-2,2-dimethyl-6-(((triisopropylsilyl)oxy)methyl)-1,3-dioxane-4-carbonitrile

Downstream raw materials:

(4S,6S)-4-triisopropylsilyloxymethyl-6-(2-phenylethyl)-2,2-dimethyl-1,3-dioxane

(4S,6S)-4-hydroxymethyl-6-(2-phenylethyl)-2,2-dimethyl-1,3-dioxane