112875-61-3

Basic information

• Product Name: (1S,4R,E)-4-((1R,3aS,7aR,E)-4-((Z)-2-((3S,5R)-3,5-bis((tert-butyldiMethylsilyl)oxy)-2-Methylenecyclohexylidene)ethylidene)-7a-Methyloctahydro-1H-inden-1-yl)-1-cyclopropylpent-2-en-1-ol
• Synonyms: (1S,4R,E)-4-((1R,3aS,7aR,E)-4-((Z)-2-((3S,5R)-3,5-bis((tert-butyldiMethylsilyl)oxy)-2-Methylenecyclohexylidene)ethylidene)-7a-Methyloctahydro-1H-inden-1-yl)-1-cyclopropylpent-2-en-1-ol;IMpurity F of Calcipotriol;1,3-Bis-O-(tert-butyldimethylsilyl)calcipotriene;Impurity F;Calcipotriol EP Impurity F: Bis-tert-butyldimethylsilyl-cis-calcipotriol;Calcipotriol EP Impurity F;Calcipotriol impurity F
• CAS NO: 112875-61-3
• Molecular Formula: C₃₉H₆₈O₃Si₂
• Molecular Weight: 641.12642
• Mol File: 112875-61-3.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 628.2±55.0 °C(Predicted)
• Appearance: /
• Density: 0.98±0.1 g/cm3(Predicted)
• PKA: 14.29±0.20(Predicted)
• CAS DataBase Reference: (1S,4R,E)-4-((1R,3aS,7aR,E)-4-((Z)-2-((3S,5R)-3,5-bis((tert-butyldiMethylsilyl)oxy)-2-Methylenecyclohexylidene)ethylidene)-7a-Methyloctahydro-1H-inden-1-yl)-1-cyclopropylpent-2-en-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,4R,E)-4-((1R,3aS,7aR,E)-4-((Z)-2-((3S,5R)-3,5-bis((tert-butyldiMethylsilyl)oxy)-2-Methylenecyclohexylidene)ethylidene)-7a-Methyloctahydro-1H-inden-1-yl)-1-cyclopropylpent-2-en-1-ol(112875-61-3)
• EPA Substance Registry System: (1S,4R,E)-4-((1R,3aS,7aR,E)-4-((Z)-2-((3S,5R)-3,5-bis((tert-butyldiMethylsilyl)oxy)-2-Methylenecyclohexylidene)ethylidene)-7a-Methyloctahydro-1H-inden-1-yl)-1-cyclopropylpent-2-en-1-ol(112875-61-3)

Safety Data

• Hazardous Substances Data: 112875-61-3(Hazardous Substances Data)

Usage

Description

(1S,4R,E)-4-((1R,3aS,7aR,E)-4-((Z)-2-((3S,5R)-3,5-bis((tert-butyldiMethylsilyl)oxy)-2-Methylenecyclohexylidene)ethylidene)-7a-Methyloctahydro-1H-inden-1-yl)-1-cyclopropylpent-2-en-1-ol is a complex organic compound with a unique molecular structure. It is characterized by its stereochemistry, which is defined by the (1S,4R,E) configuration at the first and fourth positions, and the (1R,3aS,7aR,E) configuration at the second position. The compound also features a cyclohexylidene group, a methylenecyclohexylidene group, and a cyclopropyl group, which contribute to its structural complexity and potential applications in various fields.

Uses

1. Used in Pharmaceutical Industry:
(1S,4R,E)-4-((1R,3aS,7aR,E)-4-((Z)-2-((3S,5R)-3,5-bis((tert-butyldiMethylsilyl)oxy)-2-Methylenecyclohexylidene)ethylidene)-7a-Methyloctahydro-1H-inden-1-yl)-1-cyclopropylpent-2-en-1-ol is used as a potential therapeutic agent for various medical conditions. Its unique molecular structure allows it to interact with specific biological targets, making it a promising candidate for the development of new drugs.
2. Used in Chemical Research:
(1S,4R,E)-4-((1R,3aS,7aR,E)-4-((Z)-2-((3S,5R)-3,5-bis((tert-butyldiMethylsilyl)oxy)-2-Methylenecyclohexylidene)ethylidene)-7a-Methyloctahydro-1H-inden-1-yl)-1-cyclopropylpent-2-en-1-ol can also be utilized in chemical research, particularly in the study of stereochemistry and the development of new synthetic methods. Its complex structure provides an opportunity for researchers to explore novel reactions and mechanisms, potentially leading to the discovery of new chemical processes and applications.
3. Used in Material Science:
The unique structural features of (1S,4R,E)-4-((1R,3aS,7aR,E)-4-((Z)-2-((3S,5R)-3,5-bis((tert-butyldiMethylsilyl)oxy)-2-Methylenecyclohexylidene)ethylidene)-7a-Methyloctahydro-1H-inden-1-yl)-1-cyclopropylpent-2-en-1-ol may also find applications in the field of material science. Its properties, such as its stereochemistry and functional groups, could be exploited to create new materials with specific characteristics, such as improved mechanical strength, thermal stability, or chemical resistance.

Upstream product

• 765-43-5 Cyclopropyl methyl ketone 
• 69267-75-0 2-bromo-1-cyclopropylethan-1-one 
• 7691-76-1 1-cyclopropyl-2-(triphenyl-λ⁵-phosphanylidene)ethan-1-one 
• 112849-27-1 (1S,3R,3'S)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10⁽¹⁹⁾-triene 
• 590366-68-0 C₃₅H₆₀O₂Si₂ 
• 1489-69-6 Cyclopropanecarboxaldehyde 
• 112849-17-9 1(S),3(R)-bis(tert-butyldimethylsilyloxy)-20(R)-(3’-cyclopropyl-3’-oxypropyl-1’(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene 
• 87417-26-3 (3S,6S)-(tert-butyldimethylsilyloxy)-9,10-seco-ergosta-5,7(E),10⁽¹⁹⁾,22(E)-tetraene SO₂-adduct 
• 87417-26-3 (3S,6R)-(tert-butyldimethylsilyloxy)-9,10-seco-ergosta-5,7(E),10⁽¹⁹⁾,22(E)-tetraene SO₂ adduct 
• 87422-13-7 3(S)-tert-butyldimethylsilyloxy-20(S)-formyl-9,10-secoprega-5,7(E),10⁽¹⁹⁾-triene 
• 87407-47-4 3(S)-tert-butyldimethylsilyloxy-20(S)-formyl-9,10-secoprega-5,7(E),10⁽¹⁹⁾-triene 
• 247900-07-8 (7Z)-Vitamin D₂ 
• 112849-15-7 (2-cyclopropyl-2-oxoethyl) (triphenyl)phosphonium bromide 
• 112849-18-0 20(R),3(R)-(tert-butyldimethylsilyloxy)-20-(3'-cyclopropyl-3'-oxoprop-1'(E)-enyl)-9,10-secopregna-5(Z),7(E),10⁽¹⁹⁾-triene 

Downstream Products

• 112965-21-6 calcipotriene 

Relevant articles and documents

Stereoselective synthesis of C24-hydroxylated vitamin D3 analogs: A practical and expeditius route to calcipotriol

The synthesis of the clinically important drug calcipotriol (2, MC903) is described as an example of a new and efficient approach to C24-hydroxylated analogs and metabolites of vitamin D3 (1). The key step of the process is the generation of the C24 stereocenter by DAIB [(-)-3-exo-(dimethylamino)isoborneol]-catalyzed addition of the alkenylzinc derivative of alkyne 3 to cyclopropylcarboxaldehyde.

ISOMERISATION OF PHARMACEUTICAL INTERMEDIATES

The present invention relates to an isomerisation method of vitamin D analogues, such as compounds useful for the synthesis of calcipotriol, and to and to the use of a flow- through photoreactor or continuous flow photoreactor reactor for making said vitamin D analogues. The present invention relates further to the use of intermediates produced with said method for making calcipotriol or calcipotriol monohydrate, or pharmaceutical formulations thereof.

STEREOSELECTIVE SYNTHESIS OF VITAMIN D ANALOGUES

The present invention relates to intermediates useful for the synthesis of calcipotriol or calcipotriol monohydrate, to methods of producing said intermediates, and to methods of stereoselectively reducing said intermediates.