115437-18-8

Basic information

• Product Name: 7-O-(Triethylsilyl)-10-deacetyl Baccatin III
• Synonyms: 10-Deacetyl-7-triethylsilylbaccatin III;7-(Triethylsilyl)-10-deacetylbaccatin III;7-O-(Triethylsilyl)-10-deacetyl Baccatin III;7-O-Triethylsilyl-10-desacetylbaccatin III;DEACETYLBACCATIN-III, 7-(triethylsil)-10-(RG)
• CAS NO: 115437-18-8
• Molecular Formula: C₃₅H₅₀O₁₀Si
• Molecular Weight: 658.851
• Product Categories: Chiral Reagents;Heterocycles
• Mol File: 115437-18-8.mol
• Article Data: 43

Chemical Properties

• Appearance: /
• Refractive Index: 1.572
• Solubility: Chloroform, Ethyl Acetate
• CAS DataBase Reference: 7-O-(Triethylsilyl)-10-deacetyl Baccatin III(CAS DataBase Reference)
• NIST Chemistry Reference: 7-O-(Triethylsilyl)-10-deacetyl Baccatin III(115437-18-8)
• EPA Substance Registry System: 7-O-(Triethylsilyl)-10-deacetyl Baccatin III(115437-18-8)

Safety Data

• Hazardous Substances Data: 115437-18-8(Hazardous Substances Data)

Usage

Description

7-O-(Triethylsilyl)-10-deacetyl Baccatin III is a white solid compound that serves as a useful intermediate in organic synthesis. It is characterized by its unique triethylsilyl group at the 7-O position and the absence of an acetyl group at the 10 position, which distinguishes it from other related compounds.

Uses

Used in Organic Synthesis:
7-O-(Triethylsilyl)-10-deacetyl Baccatin III is used as a synthetic intermediate for the preparation of various complex organic molecules. Its unique structural features make it a valuable building block in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 7-O-(Triethylsilyl)-10-deacetyl Baccatin III is used as a key intermediate in the synthesis of paclitaxel, a widely used anticancer drug. Its unique functional groups facilitate the formation of the desired paclitaxel structure, making it an essential component in the development of this life-saving medication.
Used in Agrochemical Industry:
7-O-(Triethylsilyl)-10-deacetyl Baccatin III is also utilized in the agrochemical industry as a precursor for the synthesis of various bioactive compounds. Its versatility in organic synthesis allows for the creation of new agrochemicals with improved efficacy and selectivity, contributing to more sustainable agricultural practices.
Used in Specialty Chemicals:
7-O-(Triethylsilyl)-10-deacetyl Baccatin III is employed in the synthesis of specialty chemicals, such as fragrances, dyes, and other high-value compounds. Its unique properties enable the development of novel products with specific applications in various industries, including cosmetics, textiles, and coatings.

InChI:InChI=1/C35H50O10Si/c1-9-46(10-2,11-3)45-24-17-25-34(19-42-25,44-21(5)36)28-30(43-31(40)22-15-13-12-14-16-22)35(41)18-23(37)20(4)26(32(35,6)7)27(38)29(39)33(24,28)8/h12-16,23-25,27-28,30,37-38,41H,9-11,17-19H2,1-8H3/t23-,24-,25+,27+,28?,30-,33+,34-,35+/m0/s1

Upstream product

• 155588-21-9 7-triethylsilyl-13-dehydro-10-deacetylbaccatin III 
• 32981-86-5 10-deacetylbaccatin III 
• 994-30-9 triethylsilyl chloride 
• 183743-19-3 7-TES-9,10-diketobaccatin III 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 152448-78-7 13-Acetyl-7-(triethylsilyl)baccatin III 

Downstream Products

• 181706-02-5 C₃₉H₅₇NO₁₁Si 
• 181705-99-7 7-triethylsilyl-10-(4-morpholine-N-carbonyl)-10-deacetylbaccatin III 
• 160084-71-9 10-cyclopropylformyl-7-triethylsilylbaccatin III 
• 181706-04-7 C₃₉H₅₅NO₁₁Si 
• 160084-69-5 C₄₀H₅₈O₁₁Si 
• 181705-98-6 C₄₀H₅₉NO₁₁Si 
• 156294-51-8 7-triethylsilyl-10-benzoyl-10-deacetylbaccatin III 
• 618428-08-3 7-triethylsilyl-10-tetradecanoyl-10-deacetylbaccatin III 
• 618428-09-4 7-triethylsilyl-10-phenylacetyl-10-deacetylbaccatin III 
• 115437-21-3 7-(triethylsilyl)baccatin III 

Relevant articles and documents

Synthesis of modified baccatins via an oxidation-reduction protocol

(12R)-7-trietylsilyl-11-dihydro-10-deacetylbaccatin III (2), -deacetylbaccatin III (4) and the 7,8-seco baccatin III (5a) were synthesized from 10-deacetylbaccatin III via an oxidation-reduction protocol.

A facile one-pot synthesis of 7-triethylsilylbaccatin III

A one-pot synthesis of 7-triethylsilylbaccatin III has been delineated. The reaction can easily be extended for the preparation of analogs of baccatin III.

A Highly Efficient, Practical Approach to Natural Taxol

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β-Selective Aroylation of Activated Alkenes by Photoredox Catalysis

Late-stage synthesis of α,β-unsaturated aryl ketones remains an unmet challenge in organic synthesis. Reported herein is a photocatalytic non-chain-radical aroyl chlorination of alkenes by a 1,3-chlorine atom shift to form β-chloroketones as masked enones

Preparation method of taxane compound and intermediate of taxane compound

The invention provides a preparation method of a taxane compound and an intermediate of the taxane compound. The preparation method of a TPI-287 intermediate A starts with a starting step of a raw material 10-deacetylbaccatin III (also named as 10-DAB), a