(4S,6R)-6-(Cyanomethyl)-2,2-dimethyl-1,3-dioxane-4-acetic Acid tert-Butyl Ester

Base Information

• Chemical Name: (4S,6R)-6-(Cyanomethyl)-2,2-dimethyl-1,3-dioxane-4-acetic Acid tert-Butyl Ester
• CAS No.: 186508-95-2
• Molecular Formula: C14H23NO4
• Molecular Weight: 269.33672
• Mol file: 186508-95-2.mol

Synonyms:(4S,6R)-6-(Cyanomethyl)-2,2-dimethyl-1,3-dioxane-4-acetic Acid tert-Butyl Ester;(4S,6R)-6-(CyanoMethyl)-2,2-diMethyl-1,3-dioxane-4-acetic Acid 1,1-DiMethylethyl Ester;(4S-trans)-6-(CyanoMethyl)-2,2-diMethyl-1,3-dioxane-4-acetic Acid 1,1-DiMethylethyl Est;Atorvastatin Impurity 14

Chemical Property of (4S,6R)-6-(Cyanomethyl)-2,2-dimethyl-1,3-dioxane-4-acetic Acid tert-Butyl Ester

Chemical Property:

• Boiling Point: 364.1±17.0 °C(Predicted)
• PSA: 68.55000
• Density: 1.016±0.06 g/cm3(Predicted)
• LogP: 2.54208
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

99%+, ^*data from raw suppliers

(4S,6R)-6-(Cyanomethyl)-2,2-dimethyl-1,3-dioxane-4-aceticAcidtert-ButylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Intermediate in the preparation of Atorvastatin 10-Trans (Atorvastatin Impurity AT10)

Technology Process of (4S,6R)-6-(Cyanomethyl)-2,2-dimethyl-1,3-dioxane-4-acetic Acid tert-Butyl Ester

There total 1 articles about (4S,6R)-6-(Cyanomethyl)-2,2-dimethyl-1,3-dioxane-4-acetic Acid tert-Butyl Ester 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: 71.0%

(5R)-tert-butyl-6-cyano-3,5-dihydroxyhexanoate + 2,2-dimethoxy-propane (77-76-9) → tert-butyl (4S,6R)-6-(cyanomethyl)-2,2-dimethyl-1,3-dioxane-4-acetate (186508-95-2,196085-84-4)

Guidance literature:

With 4-methylbenzene-1-sulfonic acid monohydrate; In acetone; at 25 ℃; for 1h;

DOI:10.1135/cccc20080229

Reference yield:

tert-butyl (4S,6R)-6-(cyanomethyl)-2,2-dimethyl-1,3-dioxane-4-acetate (186508-95-2,196085-84-4) → tert-butyl [(4S,6R)-6-(2-aminoethyl)-2,2-dimethyl-1,3-dioxane-4-yl]acetate (1105067-89-7)

Guidance literature:

With ammonia; hydrogen; In methanol; at 40 ℃; for 5h; under 6075.61 Torr;

DOI:10.1135/cccc20080229

upstream raw materials:

2,2-dimethoxy-propane

Downstream raw materials:

tert-butyl [(4S,6R)-6-(2-aminoethyl)-2,2-dimethyl-1,3-dioxane-4-yl]acetate

Refernces