rel-(2R,3S)-3-Phenylisoserine methyl ester

Phenylisoserine methyl ester is an amino-hydroxy ester used to prepare taxane side-chain intermediates. The primary amine allows installation of benzoyl or carbamate substituents, while the methyl ester protects the carboxyl group for later conversion. Its adjacent hydroxyl and amino-bearing carbons supply the characteristic phenylisoserine framework.

The catalog CAS is used in commercial listings for a relative-stereochemistry form, so this description does not assign an unverified enantiomeric purity. The free amino group distinguishes this material from N-benzoyl and N-Boc intermediates. That distinction allows the nitrogen substituent to be selected at a later step, while hydroxyl protection and ester conversion provide additional control over preparation of the final side-chain coupling partner.

Typical Applications

• N-Benzoyl phenylisoserine intermediates: Used in nitrogen-acylation sequences to introduce the benzamido functionality required in paclitaxel-type side chains, followed by the protection and carboxyl conversion steps of the chosen route.
• N-Carbamate phenylisoserine intermediates: Used to prepare protected amino-hydroxy esters by installing a carbamate on nitrogen, providing a different side-chain substitution pattern for subsequent taxane-oriented synthesis.

Specifications

Specifications describe the standard grade. Tolerance, test method and documentation package are confirmed per order.