25819-77-6

Basic information

• Product Name: 6β-Methoxy-3α,5-cyclo-5α-pregnane-20α-carboxaldehyde
• Synonyms: 6β-Methoxy-3α,5-cyclo-5α-pregnane-20α-carboxaldehyde;AMHYNJZGKPXOOP-WGRYGTHWSA-N
• CAS NO: 25819-77-6
• Molecular Formula: C₂₃H₃₆O₂
• Molecular Weight: 344.53074
• Product Categories: Pharmaceuticals, Intermediates & Fine Chemicals, Steroids
• Mol File: 25819-77-6.mol
• Article Data: 17

Chemical Properties

• Melting Point: 82-83 °C
• Boiling Point: 433.2±18.0 °C(Predicted)
• Appearance: /
• Density: 1.07±0.1 g/cm3(Predicted)
• CAS DataBase Reference: 6β-Methoxy-3α,5-cyclo-5α-pregnane-20α-carboxaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 6β-Methoxy-3α,5-cyclo-5α-pregnane-20α-carboxaldehyde(25819-77-6)
• EPA Substance Registry System: 6β-Methoxy-3α,5-cyclo-5α-pregnane-20α-carboxaldehyde(25819-77-6)

Safety Data

• Hazardous Substances Data: 25819-77-6(Hazardous Substances Data)

Usage

Description

6β-Methoxy-3α,5-cyclo-5α-pregnane-20α-carboxaldehyde is a chemical compound that serves as an intermediate in the synthesis of various biologically active molecules, particularly in the production of phytosterols.

Uses

Used in Pharmaceutical Industry:
6β-Methoxy-3α,5-cyclo-5α-pregnane-20α-carboxaldehyde is used as an intermediate in the synthesis of Campesterol (C155360), a phytosterol known for its potential cholesterol-lowering properties. It plays a crucial role in the development of medications aimed at reducing the risk of cardiovascular diseases by inhibiting the intestinal absorption of cholesterol.
Used in Chemical Synthesis:
6β-Methoxy-3α,5-cyclo-5α-pregnane-20α-carboxaldehyde is also utilized as a key compound in the synthesis of other related molecules with potential applications in various fields, such as the pharmaceutical, agrochemical, and cosmetic industries. Its unique structure allows for further modification and functionalization to create novel compounds with specific biological activities.

Upstream product

• 53603-94-4 methyl-(3α.5α-cyclo-stigmasten-(22t)-yl-(6β))-ether 
• 53603-94-4 stigmasterol methyl ether 
• 67-56-1 methanol 
• 83-48-7 Stigmasterol 
• 145-13-1 Pregnenolone 
• 1778-02-5 Pregnenolone acetate 
• 53139-42-7 stigmasteryl tosylate 
• 53-43-0 dehydroepiandrosterone 
• 114174-24-2 Toluene-4-sulfonic acid (3S,8S,9S,10R,13R,14S,17R)-17-((E)-(R)-3-ethyl-1,5-dimethyl-hex-2-enyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester 
• 114174-10-6 (E)-23-ethylcholesta-5,22-dien-3β-ol 
• 139871-19-5 (3β,17Z)-3-{[(tert-butyl)dimethylsilyl]oxy}-pregna-5,17(20)-diene 
• 69454-82-6 3β-tert-butyldimethylsilyloxy-20(R)-hydroxy-pregna-5-ene 
• 69454-81-5 3β-tert-butyldimethylsilyloxy-20(S)-hydroxy-pregna-5-ene 
• 979-02-2 16-dehydropregnenolone acetate 

Downstream Products

• 55064-56-7 6β-methoxy-3α,5-cyclo-22(R),23(S)-methylenecholestan-24-one 
• 104873-64-5 (22S)-6β-methoxy-3α,5-cyclo-5α-chol-23-yn-22-ol 
• 104873-63-4 (22R)-6β-methoxy-3α,5-cyclo-5α-chol-23-yn-22-ol 
• 86014-10-0 (Z)-(2S,3R)-5-(Dimethyl-phenyl-silanyl)-2-((1aR,3aR,5aS,10R,10aR)-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-hex-4-en-3-ol 
• 57984-04-0 (3R,4S)-4-((1aR,3aR,3bS,5aS,6R,8aS,8bS,10R)-10-Methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-pent-1-en-3-ol 
• 104698-01-3 [(E)-(R)-4-((1aR,3aR,3bS,5aR,6R,8aS,8bS,10R)-10-Methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-pent-2-enyl]-trimethyl-silane 
• 51231-24-4 (20S)-(6β-Methoxy-20-methyl-3α,5-cyclo-5α-pregnan-21-ol)-p-toluolsulfonat 
• 1188379-35-2 (22R,24R)-23,25-bis(phenylsulfonyl)-6β-methoxy-24-methyl-3α,5-cyclo-5α-cholestan-22-ol 
• 87028-22-6 29-Fluorostigmasterol 
• 69081-93-2 (3R,6R)-3-Ethyl-6-((1aR,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-heptan-2-one 
• 23656-66-8 cholesta-5,22(E),24-trien-3β-ol 
• 84871-06-7 glaucasterol 
• 54278-89-6 occelasterol 
• 81477-29-4 (22E,24S)-27-nor-3α,5-cyclo-6β-methoxy-24-methyl-5α-cholest-22-en-26-ol p-toluenesulfonate 

Relevant articles and documents

Synthesis of 23,23-difluoro-25-hydroxyvitamin D3

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Stereocontrolled synthesis of dafachronic acid A, the ligand for the DAF-12 nuclear receptor of Caenorhabditis elegans

An efficient synthetic route to the DAF-12 nuclear receptor ligand of C. elegans, dafachronic acid, is described that starts with the abundant plant sterol β-stigmasterol and proceeds in 37% overall yield. The synthesis establishes the structure of this r

Probing the mechanism of action of amphotericin B

Transmembrane spanning dimers of cholesterol were unable to form ion channels with amphotericin B: We suggest that the two 'half pores' as proposed by De Kruijff may be aligned unsymmetrically.

Formal Semisynthesis of Demethylgorgosterol Utilizing a Stereoselective Intermolecular Cyclopropanation Reaction

In this study, we report a convenient and high yielding formal semisynthesis of demethylgorgosterol, a marine steroid with an intriguing sidechain containing a cyclopropane unit. This was achieved through the synthesis of an advanced ketone intermediate.

Synthesis of [26,27-2H6]brassinosteroids from 23,24-bisnorcholenic acid methyl ester

A number of hexadeuterated brassinosteroids (BS) containing a hydroxy group at C-22 or a 22R,23R-diol function were prepared starting from 23,24-bisnorcholenic acid methyl ester for biosynthetic studies. Synthesis of the cyclic part was accomplished via t