380460-37-7

Basic information

• Product Name: tert-Butyl 2-[(4R,6S)-2,2-Dimethyl-6-[(1-phenyl-1H-terazol-5-ylsulfonyl)methyl]-1,3-dioxan-4-yl]acetate
• Synonyms: 2,4,6-Trideoxy-3,5-O-(1-methylethylidene)-6-[(1-phenyl-1H-tetrazol-5-yl)sulfonyl]-D-erythro-hexanoic Acid 1,1-Dimethylethyl Ester;tert-Butyl 2-[(4R,6S)-2,2-Dimethyl-6-[(1-phenyl-1H-terazol-5-ylsulfonyl)methyl]-1,3-dioxan-4-yl]acetate;2,4,6-Trideoxy-3,5-O-(1-Methylethylidene)-6-[(1-phenyl-1H-tetrazol-5-yl)sulfonyl]-D-erythro-hexonic Acid 1,1-DiMethylethyl Ester
• CAS NO: 380460-37-7
• Molecular Formula: C₂₀H₂₈N₄O₆S
• Molecular Weight: 452.52
• Product Categories: Aromatics Compounds;Aromatics;Bases & Related Reagents;Nucleotides;Heterocycles;Sulfur & Selenium Compounds;Intermediates & Fine Chemicals;Pharmaceuticals;Aromatics, Heterocycles, Nucleotides, Bases & Related Reagents, Sulfur & Selenium Compounds
• Mol File: 380460-37-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 584.898°C at 760 mmHg
• Flash Point: 307.535°C
• Appearance: /
• Density: 1.342g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.599
• Storage Temp.: -20°C Freezer
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: -0.77±0.10(Predicted)
• CAS DataBase Reference: tert-Butyl 2-[(4R,6S)-2,2-Dimethyl-6-[(1-phenyl-1H-terazol-5-ylsulfonyl)methyl]-1,3-dioxan-4-yl]acetate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-Butyl 2-[(4R,6S)-2,2-Dimethyl-6-[(1-phenyl-1H-terazol-5-ylsulfonyl)methyl]-1,3-dioxan-4-yl]acetate(380460-37-7)
• EPA Substance Registry System: tert-Butyl 2-[(4R,6S)-2,2-Dimethyl-6-[(1-phenyl-1H-terazol-5-ylsulfonyl)methyl]-1,3-dioxan-4-yl]acetate(380460-37-7)

Safety Data

• Hazardous Substances Data: 380460-37-7(Hazardous Substances Data)

Usage

Description

tert-Butyl 2-[(4R,6S)-2,2-Dimethyl-6-[(1-phenyl-1H-terazol-5-ylsulfonyl)methyl]-1,3-dioxan-4-yl]acetate is a complex organic compound characterized by its heterocyclic structure and sulfonyl functional group. It is a white solid with potential applications in various chemical and pharmaceutical processes due to its unique structural features.

Uses

Used in Pharmaceutical Industry:
tert-Butyl 2-[(4R,6S)-2,2-Dimethyl-6-[(1-phenyl-1H-terazol-5-ylsulfonyl)methyl]-1,3-dioxan-4-yl]acetate is used as a reagent for Julia coupling, which is a key step in the synthesis of various pharmaceutical compounds. Its ability to participate in this coupling reaction makes it a valuable component in the development of new drugs.
Used in HMG-CoA Reductase Inhibition:
In the pharmaceutical industry, tert-Butyl 2-[(4R,6S)-2,2-Dimethyl-6-[(1-phenyl-1H-terazol-5-ylsulfonyl)methyl]-1,3-dioxan-4-yl]acetate is also used as a heterocyclic-substituted dihydroxyheptenoic acid. tert-Butyl 2-[(4R,6S)-2,2-Dimethyl-6-[(1-phenyl-1H-terazol-5-ylsulfonyl)methyl]-1,3-dioxan-4-yl]acetate serves as an HMG-CoA reductase inhibitor, which is an important class of drugs used to lower cholesterol levels and reduce the risk of cardiovascular diseases.
Used in Organic Synthesis:
tert-Butyl 2-[(4R,6S)-2,2-Dimethyl-6-[(1-phenyl-1H-terazol-5-ylsulfonyl)methyl]-1,3-dioxan-4-yl]acetate is utilized as a compound useful in organic synthesis. Its unique structure and functional groups make it a versatile building block for the creation of various complex organic molecules, which can be applied in different fields such as materials science, pharmaceuticals, and agrochemicals.
Used in Chemical Research:
As a white solid with distinct chemical properties, tert-Butyl 2-[(4R,6S)-2,2-Dimethyl-6-[(1-phenyl-1H-terazol-5-ylsulfonyl)methyl]-1,3-dioxan-4-yl]acetate is also used in chemical research to study its properties and potential applications. Researchers can explore its reactivity, stability, and interactions with other molecules, which can lead to the discovery of new compounds and applications.

InChI:InChI=1/C20H28N4O6S/c1-19(2,3)30-17(25)12-15-11-16(29-20(4,5)28-15)13-31(26,27)18-21-22-23-24(18)14-9-7-6-8-10-14/h6-10,15-16H,11-13H2,1-5H3/t15-,16+/m1/s1

Upstream product

• 1419874-07-9 tert-butyl (3R,5S)-3,5-dihydroxy-6-(1-phenyltetrazole-5-sulfanyl)hexanoate 
• 154026-95-6 (4R-cis)-6-[(acetyloxy)methyl]-2,2-dimethyl-1,3-dioxane-4-acetic acid tert-butyl ester 
• 5097-82-5 5-hydroxy-1-phenyltetrazole 
• 14210-25-4 5-Chloro-1-phenyltetrazole 
• 135054-68-1 (3R,5S)-6-<(methylsulfonyl)oxy>-3,5-O-isopropylidene-3,5-dihydroxyhexanoic acid tert-butyl ester 
• 124655-09-0 1,1-dimethylethyl (4R-cis)-6-hydroxymethyl-2,2-dimethyl-1,3-dioxane-4-acetate 
• 86-93-1 1-Phenyl-1H-tetrazole-5-thiol 
• 1419874-04-6 (S)-3-hydroxy-4-[(1-phenyltetrazole-5-yl)sulfanyl]butyronitrile 
• 1419874-06-8 tert-butyl (5S)-5-hydroxy-3-oxo-6-(1-phenyltetrazole-5-sulfanyl) hexanoate 
• 1419874-05-7 (S)-3-trimethylsiloxy-4-[(1-phenyltetrazole-5-yl)sulfanyl]butyronitrile 
• 380460-39-9 [(4R,6S)-2,2-dimethyl-6-(1-phenyl-1H-tetrazol-5-ylsulfanylmethyl)[1,3]dioxan-4-yl]acetic acid tert-butyl ester 
• 15052-19-4 5-mercapto-1-phenyl-1H-tetrazole sodium salt 
• 154026-94-5 (4R-cis)-6-(chloromethyl)-2,2-dimethyl-1,3-dioxane-4-acetic acid,1,1-dimethylethyl ester 

Downstream Products

• 1278406-20-4 tert-butyl 2-((4R,6S)-6-((E)-2-(4-(4-fluorophenyl)-6-isopropyl-2-[⁽¹⁴⁾C]-2-(N-methyl-N-(1-methyl-1H-1,2,4-triazol-5-yl)amino)pyrimidin-5-yl)vinyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate 
• 355806-00-7 rosuvastatin tert-butyl ester 
• 287714-41-4 rosuvastatin 
• 289042-12-2 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 
• 1378943-63-5 C₂₉H₄₀FN₃O₆S 
• 143840-61-3 tert-butyl 2-((4R, 6S)-2,2-dimethyl-6-((E)-styryl)-1,3-dioxan-4-yl)acetate 
• 853181-74-5 1,1-dimethylethyl2-((4R,6S)-6-((E)-2-(6-(4-fluorophenyl)-8-(1-methylethyl)-1-(methylsulfonyl)-1,2,3,5-tetrahydropyrido[2,3-e][1,4]oxazepin-7-yl)ethenyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate 
• 853181-55-2 1,1-dimethylethyl (4R,6S)-(E)-6-{2-[4-(4-fluorophenyl)-2-isopropyl-8-methanesulfonyl-5,6,7,8-tetrahydro-[1,8]naphthyridin-3-yl]ethenyl}-2,2-dimethyl-[1,3]dioxan-4-acetate 
• 853182-51-1 1,1-dimethylethyl2-((4R,6S)-6-((E)-2-(4-(4-fluorophenyl)-2-(1-methylethyl)-9-methyl-8-oxo-6,7,8,9-tetrahydro-5H-pyrido[2,3-b]azepin-3-yl)ethenyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate 
• 849470-63-9 tert-butyl 2-((4R,6S)-6-((E)-2-(4-(4-fluorophenyl)-6-isopropyl-2-(methylsulfonyl)pyrimidin-5-yl)vinyl)-2,2-dimethyl-1,3-dioxan-4-yl)-acetate 

Relevant articles and documents

Recycling method of 1-phenyl-5-hydroxytetrazole

The invention discloses a recycling method of 1-phenyl-5-hydroxytetrazole, and belongs to the technical field of medicinal chemistry. The preparation method comprises the following steps: a byproduct1-phenyl-5-hydroxytetrazole generated in preparation process of a rosuvastatin calcium intermediate is converted into 1-phenyl-5-mercaptotetrazole; and meanwhile, the 1-phenyl-5-mercaptotetrazole is further used for preparing a rosuvastatin calcium intermediate or rosuvastatin calcium. According to the method disclosed by the invention, reasonable recycling of the byproduct 1-phenyl-5-hydroxytetrazole is realized, the raw materials are fully utilized, the production cost of rosuvastatin calcium and the intermediate thereof is reduced, and the emission of three wastes is reduced.

INTERMEDIATE OF STATIN DRUGS AND PREPARATION THEREOF

The present invention relates to the field of pharmaceutical chemistry, specifically relates to a statin intermediate having formula I and preparation thereof. The advantages of the method used to prepare the chiral sulfone intermediate having formula I are that a fluorophore is introduced at the beginning of the synthesis, and the intermediates are mostly solid, which enables quality control to be easily carried out.

PROCESS FOR THE PREPARATION OF DIOL SULFONES

The present invention relates to a process for the preparation of a diol sulfone derivative comprising reaction of a halomethyl substrate with a thio-aryl compound to obtain a thio-ether compound, and oxidizing the thio-ether compound to the corresponding sulfone. In case of a chiral halomethyl substrate, the resulting chiral diol sulfone derivative is suitable as a building block for statin type compounds.