tert-Butyl rosuvastatin

Base Information

• Chemical Name: tert-Butyl rosuvastatin
• CAS No.: 355806-00-7
• Molecular Formula: C26H36FN3O6S
• Molecular Weight: 537.653
• Hs Code.: 2935009090
• Mol file: 355806-00-7.mol

Synonyms:(3R,5S,6E)-7-[4-(4-Fluorophenyl)-6-isopropyl-2-[(methanesulfonyl)methylamino]pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoicacid tert-butyl ester;Rosuvastatin tert-butyl ester;tert-Butyl(6E)-7-[4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino]pyrimidin-5-yl]-(3R,5S)-3,5-dihydroxyhept-6-enoate;6-Heptenoic acid,7-[4-(4-fluorophenyl)-6-(1-methylethyl)-2-[methyl(methylsulfonyl)amino]-5-pyrimidinyl]-3,5-dihydroxy-,1,1-dimethylethyl ester, (3R,5S,6E)-;

Chemical Property of tert-Butyl rosuvastatin

Chemical Property:

• Appearance/Colour: white to off-white crystal powder
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.564
• Boiling Point: 704.158 °C at 760 mmHg
• PKA: 13.38±0.20(Predicted)
• Flash Point: 379.661 °C
• PSA: 138.30000
• Density: 1.26 g/cm³
• LogP: 4.73960
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly, Heated), Methan

Purity/Quality:

≥98.0% ^*data from raw suppliers

Tert-Butyl Rosuvastatin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Rosuvastatin tert-Butyl Ester, is a metabolite of Rosuvastatin (R700500) a selective, competitive HMG-CoA reductase inhibitor. tert-Butyl Rosuvastatin is an impurity of Rosuvastatin (287714-41-4 #CAS), which is a HMG-?CoA reductase inhibitor. In combination of pemafibrate or a salt, it can function as cardiovascular disease medication.

Technology Process of tert-Butyl rosuvastatin

There total 79 articles about tert-Butyl rosuvastatin 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: 95.0%

tert-butyl 2-((4R,6S)-6-((E)-2-(4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)pyrimidin-5-yl)vinyl)-2-phenyl-1,3-dioxan-4-yl)acetate (1235588-97-2) → rosuvastatin tert-butyl ester (355806-00-7)

Guidance literature:

tert-butyl 2-((4R,6S)-6-((E)-2-(4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)pyrimidin-5-yl)vinyl)-2-phenyl-1,3-dioxan-4-yl)acetate; With water; acetic acid; at 40 - 60 ℃; for 3h;

With sodium hydrogencarbonate; In water; ethyl acetate;

Reference yield: 95.0%

tert-butyl 2-((2R,4S)-4-((E)-2-(4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)pyrimidin-5-yl)vinyl)-1,5-dioxaspiro[5.5]undecan-2-yl)acetate → rosuvastatin tert-butyl ester (355806-00-7)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; for 1h;

Reference yield: 95.0%

tert-butyl 2-((7R,9S)-9-((E)-2-(4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)pyrimidin-5-yl)vinyl)-6,10-dioxaspiro[4.5]decan-7-yl)acetate → rosuvastatin tert-butyl ester (355806-00-7)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; for 1h;

upstream raw materials:

2-[(4R,6S)-6-[(E)-2-[4-(4-fluorophenyl)-2-(N-methylmethanesulfonamido)-6-(isopropyl)pyrimidin-5-yl]vinyl]-2,2-dimethyl-1,3-dioxan-4-yl]acetic acid tert butyl ester

(5S)-7-[4-(4-fluorophenyl)-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyrimidin-5-yl]-5-(hydroxy)-3-oxo-(6E)-heptenoic acid tert-butyl ester

tert-butyl-6-[(1E)-2-[4-(4-fluorophenyl)-6-(1-methylethyl)-2-[methyl(methylsulfonyl)amino]-5-pyrimidinyl]ethenyl]-2,2-dimethyl-1,3-dioxane-4-acetate

tert-butyl 2-((4R,6S)-6-((E)-2-(4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)pyrimidin-5-yl)vinyl)-2-phenyl-1,3-dioxan-4-yl)acetate

Downstream raw materials:

(E)-(3R,5R)-7-[4-(4-fluoro-phenyl)-6-isopropyl-2-(methanesulfonyl-methyl-amino)-pyrimidin-5-yl]-3,5-dihydroxy-hept-6-enoic acid

7-[4-(4-fluorophenyl)-6-isopropyl-2(N-methyl-N-methanesulfonamido)pyrimidin-5-yl]-(3R)-3-hydroxy-5-carbonyl-6-(E)-heptenoic acid

N,N'-dibenzylethylenediamine rosuvastatin

rosuvastatin triol t-butyl ester

Refernces

• 1、 -. "Purification method of rosuvastatin calcium key intermediate". Paragraph 0053-0055. . Retrieved 2019/05/08.
• 2、 -. "Synthesis method of chiral isomer impurities of rosuvastatin calcium". Paragraph 0034-0036; 0042. . Retrieved 2017/12/27.