1438-58-0

Basic information

• Product Name: (2R,5S)-4,4'aα,5,5',6',7',8',8'a-Octahydro-2',5,5',5',8'aβ-pentamethylspiro[furan-2(3H),1'(4'H)-naphthalene]-5-acetic acid methyl ester
• Synonyms: (2R,5S)-3,4,4'aα,5',6',7',8',8'a-Octahydro-2',5,5',5',8'aβ-pentamethylspiro[furan-2(5H),1'(4'H)-naphthalene]-5-acetic acid methyl ester;(2R,5S)-4,4'aα,5,5',6',7',8',8'a-Octahydro-2',5,5',5',8'aβ-pentamethylspiro[furan-2(3H),1'(4'H)-naphthalene]-5-acetic acid methyl ester;Methyl grindelate
• CAS NO: 1438-58-0
• Molecular Formula: C21H34O3
• Molecular Weight: 334.49286
• Mol File: 1438-58-0.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (2R,5S)-4,4'aα,5,5',6',7',8',8'a-Octahydro-2',5,5',5',8'aβ-pentamethylspiro[furan-2(3H),1'(4'H)-naphthalene]-5-acetic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,5S)-4,4'aα,5,5',6',7',8',8'a-Octahydro-2',5,5',5',8'aβ-pentamethylspiro[furan-2(3H),1'(4'H)-naphthalene]-5-acetic acid methyl ester(1438-58-0)
• EPA Substance Registry System: (2R,5S)-4,4'aα,5,5',6',7',8',8'a-Octahydro-2',5,5',5',8'aβ-pentamethylspiro[furan-2(3H),1'(4'H)-naphthalene]-5-acetic acid methyl ester(1438-58-0)

Safety Data

• Hazardous Substances Data: 1438-58-0(Hazardous Substances Data)

Usage

General Description

The chemical "(2R,5S)-4,4'aα,5,5',6',7',8',8'a-Octahydro-2',5,5',5',8'aβ-pentamethylspiro[furan-2(3H),1'(4'H)-naphthalene]-5-acetic acid methyl ester" is a complex organic compound that contains a spiro-fused furan and naphthalene ring system. It also contains a methyl ester group attached to the acetic acid moiety. The compound is optically active, with a specific orientation of its stereocenters at the 2 and 5 positions. It is heavily substituted with methyl groups at various positions, contributing to its overall complexity. This chemical compound may have potential uses in drug discovery, material science, or other applications due to its unique structure and properties.

Upstream product

• 186581-53-3 diazomethane 
• 1438-57-9 (-)-grindelic acid 
• 1438-57-9 grindelic acid 

Downstream Products

• 1438-57-9 (-)-grindelic acid 
• 1456515-66-4 4-(3-ethynylphenyl)-1-(2-((1'R,5S,8a'S)-2',5,5',5',8a'-pentamethyl-4,4a',5,5',6',7',8',8a'-octahydro-3H,4'H-spiro[furan-2,1'-naphthalene]-5-yl)ethyl)-1H-1,2,3-triazole 

Relevant articles and documents

Derivatives of grindelic acid: From a non-active natural diterpene to synthetic antitumor derivatives

Using several reactions that include homologations and asymmetric epoxidations as well as Ugi and Huisgen couplings, we generated a small focused library of new derivatives from the labdane-type diterpene grindelic acid. These compounds were evaluated as cytotoxic agents against a panel of five human solid tumor cell lines (HBL-100, HeLa, SW1573, T-47D, and WiDr). The presence of the diamide functionalizations enhanced the cytotoxic effect. N-Benzyl-N-(1-(benzylamino)-2-methyl-1-oxopropan-2-yl)grindelicamide, proved to be the most active product in all cell lines tested, with values of 0.95 (±0.38) μM against HBL-100 cells. 2013 Elsevier Masson SAS. All rights reserved.

Stereoselective Synthesis of the Novel Bisnorditerpene Grindelistrictic Acid, Isolated from Grindelia stricta

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