253128-15-3

Basic information

• Product Name: (1S,3S,6S,9S,12S,14R,16R,18S,20R,21R,22S,26R,29S,31R,32S,35R,36S)-20-[2(S),3-Dihydroxypropyl]-21-methoxy-14-methyl-8,15-dimethylene-2,19,30,34,37,39,40,41-octaoxanonacyclo[24.9.2.1(3,32).1(3,33).1(6,9).1(12,16).0(18,22).0(29,36).0(31,35)]hentetracontan-24
• Synonyms: B-1794; NSC-707390; ER-076349; (2R,3R,3aS,7R,8aS,9S,10aR,11S,12R,13aR,13bS,15S,18S,21S,24S,26R,28R,29aS)-2-[2(S),3-Dihydroxypropyl]-3-methoxy-26-methyl-20,27-bis(methylene)-11,15:18,21:24,28-triepoxy-7,9-ethano-12,15-methanoperhydro9H,15H-furo[3,2-i]furo[2',3':5,6]pyrano[4,3-b][1,4]dioxacyclopentacosin-5-one
• CAS NO: 253128-15-3
• Molecular Formula: C₄₀H₅₈O₁₂
• Molecular Weight: 730.90106
• Mol File: 253128-15-3.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (1S,3S,6S,9S,12S,14R,16R,18S,20R,21R,22S,26R,29S,31R,32S,35R,36S)-20-[2(S),3-Dihydroxypropyl]-21-methoxy-14-methyl-8,15-dimethylene-2,19,30,34,37,39,40,41-octaoxanonacyclo[24.9.2.1(3,32).1(3,33).1(6,9).1(12,16).0(18,22).0(29,36).0(31,35)]hentetracontan-24(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,3S,6S,9S,12S,14R,16R,18S,20R,21R,22S,26R,29S,31R,32S,35R,36S)-20-[2(S),3-Dihydroxypropyl]-21-methoxy-14-methyl-8,15-dimethylene-2,19,30,34,37,39,40,41-octaoxanonacyclo[24.9.2.1(3,32).1(3,33).1(6,9).1(12,16).0(18,22).0(29,36).0(31,35)]hentetracontan-24(253128-15-3)
• EPA Substance Registry System: (1S,3S,6S,9S,12S,14R,16R,18S,20R,21R,22S,26R,29S,31R,32S,35R,36S)-20-[2(S),3-Dihydroxypropyl]-21-methoxy-14-methyl-8,15-dimethylene-2,19,30,34,37,39,40,41-octaoxanonacyclo[24.9.2.1(3,32).1(3,33).1(6,9).1(12,16).0(18,22).0(29,36).0(31,35)]hentetracontan-24(253128-15-3)

Safety Data

• Hazardous Substances Data: 253128-15-3(Hazardous Substances Data)

Usage

Description

(1S,3S,6S,9S,12S,14R,16R,18S,20R,21R,22S,26R,29S,31R,32S,35R,36S)-20-[2(S),3-Dihydroxypropyl]-21-methoxy-14-methyl-8,15-dimethylene-2,19,30,34,37,39,40,41-octaoxanonacyclo[24.9.2.1(3,32).1(3,33).1(6,9).1(12,16).0(18,22).0(29,36).0(31,35)]hentetracontan-24 is a complex organic compound characterized by a long and intricate chemical structure. It features various stereochemical centers, functional groups such as dihydroxypropyl and methoxy groups, a fused ring system with multiple oxygen atoms, and multiple methyl groups along with a dimethylene bridge. (1S,3S,6S,9S,12S,14R,16R,18S,20R,21R,22S,26R,29S,31R,32S,35R,36S)-20-[2(S),3-Dihydroxypropyl]-21-methoxy-14-methyl-8,15-dimethylene-2,19,30,34,37,39,40,41-octaoxanonacyclo[24.9.2.1(3,32).1(3,33).1(6,9).1(12,16).0(18,22).0(29,36).0(31,35)]hentetracontan-24's detailed arrangement of atoms suggests potential biological activity or synthetic utility, but further analysis would be required to determine its specific properties and potential applications.

Uses

As the provided materials do not specify any particular uses for (1S,3S,6S,9S,12S,14R,16R,18S,20R,21R,22S,26R,29S,31R,32S,35R,36S)-20-[2(S),3-Dihydroxypropyl]-21-methoxy-14-methyl-8,15-dimethylene-2,19,30,34,37,39,40,41-octaoxanonacyclo[24.9.2.1(3,32).1(3,33).1(6,9).1(12,16).0(18,22).0(29,36).0(31,35)]hentetracontan-24, it is not possible to list its applications based on the given information. However, given the compound's complex structure and the presence of various functional groups, it may have potential applications in fields such as pharmaceuticals, materials science, or as a synthetic intermediate in organic chemistry. Further research and experimentation would be necessary to explore and confirm its specific uses.

Upstream product

• 728043-99-0 ((1R,2S,3S,4S,5S,6R,11S,14S,17S,19R,21R,23S,25R,26R,27S,31R,34S)-25-[(2S)-2,3-bishydroxypropyl]-2,5-bishydroxy-26-methoxy-19-methyl-13,20-bismethylidene-24,35,36,37,38,39-hexaoxaheptacyclo[29.3.1.1^3,6.1^4,34.11^1,14.1^17,21.0^23,27]nonatriacontane-8,29-dione) 
• 929121-23-3 (1R,2S,3S,4S,5S,6RS,11S,14S,17S,19R,21R,23S,25R,26R,27S,31R,34S)-25-[(2S)-2,3-dihydroxypropyl]-2,5-dihydroxy-26-methoxy-19-methyl-13,20-bis(methylene)-24,35,36,37,38,39-hexaoxaheptacyclo[29.3.1.1^3,6.14,34.1^11,14.1^17,21.0^23,27] nonatriacontane-8,29-dione 

Downstream Products

• 253128-17-5 eribulin tosylate 
• 1297302-40-9 C₄₇H₆₃N₃O₁₁ 
• 253128-42-6 C₄₈H₆₃NO₁₃ 
• 253128-35-7 C₄₇H₆₄O₁₂S 
• 253128-34-6 C₄₆H₆₁ClO₁₁S 
• 253128-41-5 (1S,3S,6S,9S,12S,14R,16R,18S,20R,21R,22S,26R,29S,31R,32S,33R,35R,36S)-20-[(2S)-3-Amino-2-hydroxypropyl]-21-methoxy-14-methyl-8,15-bis(methylene)-2,19,30,34,37,39,40,41-octaoxanonacyclo [24.9.2.1^3,32.1^3,33.1^6,9.1^12,16.0^18,22.0^29,36.0^31,35]hentetracontan-24-one 

Relevant articles and documents

Commercial manufacture of halaven: Chemoselective transformations en route to structurally complex macrocyclic ketones

The evolution of the synthesis of Halaven (E7389, INN eribulin mesylate) from a medicinal chemistry process to the execution of the final process on pilot scale is described. The completion of the synthesis of Halaven from C1-C13 ester and C14-C35 sulfone alcohol involves a series of chemo-, regio-, and stereoselective transformations. Furthermore, a high-dilution macrocyclization presented a number of challenges for industrial-scale manufacture (throughput, processing time, and side reactions). This paper describes studies at Eisai leading to an understanding, optimization, and control of the chemistry that realized the reproducible commercial production of Halaven.

METHODS USEFUL IN THE SYNTHESIS OF HALICHONDRIN B ANALOGS

In general, the present invention features improved methods useful for the synthesis of analogs of halichondrin B, such as eribulin and pharmaceutically acceptable salts thereof (e.g., eribulin mesylate).

Macrocyclic ketone analogues of halichondrin B

Synthesis and SAR studies of structurally simplified analogues of marine natural product halichondrin B resulted in the discovery of E7389, a new potential antitumor agent currently undergoing Phase I clinical trials. Structurally simplified macrocyclic ketone analogues of halichondrin B were prepared by total synthesis and found to retain the potent cell growth inhibitory activity in vitro, stability in mouse serum, and in vivo efficacy of the natural product.