3,5-Di(tert-butyldimethylsilyl) Rosuvastatin

Base Information

• Chemical Name: 3,5-Di(tert-butyldimethylsilyl) Rosuvastatin
• CAS No.: 1353050-10-8
• Molecular Formula: C34H56FN3O6SSi2
• Molecular Weight: 710.071
• Mol file: 1353050-10-8.mol

Synonyms:3,5-Di(tert-butyldimethylsilyl) Rosuvastatin;(3R,5S,6E)-3,5-Bis[[(1,1-diMethylethyl)diMethylsilyl]oxy]-7-[4-(4-fluorophenyl)-6-(1-Methylethyl)-2-[Methyl(Methylsulfonyl)aMino]-5-pyriMidinyl]-6-heptenoic Acid

Chemical Property of 3,5-Di(tert-butyldimethylsilyl) Rosuvastatin

Chemical Property:

• PSA: 127.30000
• LogP: 9.54150
• Solubility.: Chloroform, Methanol

Purity/Quality:

98% ^*data from raw suppliers

3,5-Di(tert-butyldimethylsilyl)Rosuvastatin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Intermediate in the preparation of Rosuvastatin metabolites.

Technology Process of 3,5-Di(tert-butyldimethylsilyl) Rosuvastatin

There total 3 articles about 3,5-Di(tert-butyldimethylsilyl) 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: 53.0%

(3R,5S,E)-methyl 3,5-bis(tert-butyldimethylsilyloxy)-7-(4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)pyrimidin-5-yl)hept-6-enoate (1353050-09-5) → (3R,5S,E)-3,5-bis(tert-butyldimethylsilyloxy)-7-(4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)pyrimidin-5-yl)hept-6-enoic acid (1353050-10-8)

Guidance literature:

With lithium hydroxide; In methanol; at 20 ℃; for 12h;

Reference yield:

crestor → (3R,5S,E)-3,5-bis(tert-butyldimethylsilyloxy)-7-(4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)pyrimidin-5-yl)hept-6-enoic acid (1353050-10-8)

Guidance literature:

Multi-step reaction with 3 steps

1: chloro-trimethyl-silane / N,N-dimethyl-formamide / 3 h / 20 °C

2: 1H-imidazole / N,N-dimethyl-formamide / 12 h / 20 °C

3: lithium hydroxide / methanol / 12 h / 20 °C

With 1H-imidazole; chloro-trimethyl-silane; lithium hydroxide; In methanol; N,N-dimethyl-formamide;

Reference yield:

(E)-7-[4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino]pyrimidin-5-yl](3R,5S)-3,5-dihydroxyhept-6-enoic acid methyl ester (147118-40-9) → (3R,5S,E)-3,5-bis(tert-butyldimethylsilyloxy)-7-(4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)pyrimidin-5-yl)hept-6-enoic acid (1353050-10-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 12 h / 20 °C

2: lithium hydroxide / methanol / 12 h / 20 °C

With 1H-imidazole; lithium hydroxide; In methanol; N,N-dimethyl-formamide;

upstream raw materials:

(E)-7-[4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino]pyrimidin-5-yl](3R,5S)-3,5-dihydroxyhept-6-enoic acid methyl ester

(3R,5S,E)-methyl 3,5-bis(tert-butyldimethylsilyloxy)-7-(4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)pyrimidin-5-yl)hept-6-enoate

Downstream raw materials:

(3R,5S,E)-((R)-5,6-dinitrooxyhexyl) 3,5-bis(tert-butyldimethylsilyloxy)-7-(4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)pyrimidin-5-yl)hept-6-enoate

(3R,5S,E)-((R)-5,6-bis(nitrooxy)hexyl) 7-(4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)pyrimidin-5-yl)-3,5-dihydroxyhept-6-enoate

Refernces