143527-75-7

Usage

Uses

Used in Pharmaceutical Industry:
N-(T-BOC)-3-PHENYL ISOSERINE ETHYL ESTER is used as a key intermediate for the synthesis of various pharmaceutical compounds. Its unique structure allows for the development of new drugs with potential therapeutic applications, such as those targeting cancer, inflammation, and other diseases.
Used in Agrochemical Industry:
In the agrochemical industry, N-(T-BOC)-3-PHENYL ISOSERINE ETHYL ESTER is used as a precursor for the development of novel bioactive molecules with potential applications in pest control, crop protection, and other agricultural areas. Its versatility in organic synthesis enables the creation of new compounds with improved efficacy and selectivity.
Used in Organic Synthesis Research:
N-(T-BOC)-3-PHENYL ISOSERINE ETHYL ESTER is also used as a research tool in the field of organic synthesis. Its unique properties and reactivity make it an attractive candidate for the development of new synthetic methods, catalysts, and reaction pathways, which can be applied to a wide range of chemical transformations.

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 481054-46-0 ethyl (2RS,3SR)-3-amino-2-hydroxy-3-phenylpropionate 
• 132201-32-2 (2R,3S)-3-phenylisoserine hydrochloride 
• 144704-63-2 (4S,5R)-3-((2S,3R)-2-Bromo-3-hydroxy-3-phenyl-propionyl)-4-methyl-5-phenyl-oxazolidin-2-one 
• 143615-00-3 (2R,3S)-3-amino-3-phenyl-2-hydroxypropionic acid ethyl ester 
• 126060-73-9 ethyl (2R,3R)-3-phenyl-2,3-oxiranepropanoate 
• 100-52-7 benzaldehyde 
• 144787-20-2 (2R,3S)-3-azido-2-hydroxy-benzenepropanoic acid ethyl ester 

Downstream Products

• 143527-74-6 ethyl (4S,5R)-3-tert-butoxycarbonyl-2,2-dimethyl-4-phenyl-5-oxazolidinecarboxylate 
• 1395491-92-5 (2R,3S)-2-benzyloxy-3-tert-butoxycarbonylamino-3-phenylpropionic acid ethyl ester 
• 143527-76-8 4-acetoxy-2α-benzoyloxy-5β,20-epoxy-1-hydroxy-9-oxo-7β,10β-bis[(2,2,2-tri-chloroethoxy)carbonyloxy]-11-taxen-13α-yl (4S,5R)-3-tert-butoxycarbonyl-2,2-dimethyl-4-phenyl-5-oxazolidinecarboxylate 
• 143527-73-5 C₅₁H₆₀Cl₃NO₁₇ 
• 143615-03-6 (4S,5R)-3-(tert-butoxycarbonyl)-2,2-dimethyl-4-phenyloxazolidine-5-carboxylic acid 
• 114915-14-9 7,10-bis-O-(2,2,2-trichloroethoxycarbonyl)docetaxel 
• 114915-17-2 C₅₀H₅₂Cl₃NO₁₆ 
• 114915-15-0 C₄₃H₄₈Cl₃NO₁₅ 
• 33069-62-4 taxol 
• 114915-20-7 Docetaxel 
• 114915-16-1 10-deacetyl-7,10-diTroc-baccatin III 

Relevant academic research and scientific papers

PROCESS FOR PREPARING (2R, 3S) 2-BENZYLOXY-3-TERT-BUTOXY CARBONYL AMINO-3-PHENYL PROPIONIC ACID

A method for preparing(2R,3S)-2-benzyloxy-3-tert-butoxy-carbonylamino-3-phenylpropionic acid of formula (I) is provided, and a method for purifying and isolating the compound is also provided. The method uses inexpensive, non-hazardous and easily available reagents and results in better yields and purity.

An efficient synthesis of taxotere side chain

An efficient synthesis of taxotere side chain has been achieved using Shibasaki's asymmetric Henry reaction as the key step.

Stereospecific preparation of glycidic esters from 2-chloro-3-hydroxyesters. Application to the synthesis of (2R,3R)-3-phenylisoserine

Cis- and trans-glycidic esters may be synthesized in high enantiomeric purities by cyclisation with potassium carbonate in DMF of the corresponding syn- or anti-2-chloro-3-hydroxyesters, prepared by microbial reduction of 2-chloro-3-oxoesters. In contrast, more basic media such as sodium ethylate afford exclusively the trans-isomer, whatever the stereochemistry of the starting 2-chloro-3-hydroxyester is. Cyclisation of deuterated compounds showed that this result was due to a rapid isomerisation of the syn esters into anti isomers before cyclisation. An application of this reaction to the synthesis of (2R,3R)-3-phenylisoserine is described.

Process for preparing taxane derivatives, new derivatives obtained and pharmaceutical compositions containing them

A method for preparing taxane derivatives having general formula (I), novel derivatives thereby obtained and compositions containing same. In general formula (I), R is t.butoxy or phenyl, R1 is hydrogen or acetyl, and Ar is substituted phenyl or optionally substituted α or β-naphthyl. These novel taxane derivatives are useful as antileukemic and antitumoral agents. STR1

Improved protection and esterification of a precursor of the taxotere and taxol side chains

(4S,5R)-N-BOC-2,2-dimethyl-4-phenyl-5-oxazolidinecarboxylic acid 8 was prepared and efficiently esterified by conveniently protected baccatins 9a,b. Smooth deprotection in formic acid gave the N-deprotected intermediates of Taxotere and taxol. This protocol did not generate any epimerization at C-2′ and constitutes a pratical method to prepare Taxotere, taxol and analogs.