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Boc-D-Serine methyl ester(CAS# 95715-85-8)

Chemical Property:

Molecular Formula C9H17NO5
Molar Mass 219.24
Density 1.08g/mLat 25°C(lit.)
Boling Point 215°C(lit.)
Flash Point >230°F
Solubility Chloroform, Methanol
Vapor Presure 1.94E-06mmHg at 25°C
Appearance Liquid
Color Colorless to yellow
pKa 10.70±0.46(Predicted)
Storage Condition Keep in dark place,Sealed in dry,Room Temperature
Refractive Index n20/D 1.453(lit.)

Product Detail

Product Tags

Risk Codes 36/37/38 - Irritating to eyes, respiratory system and skin.
Safety Description S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection.
WGK Germany 3
HS Code 29241990

 

Introduction

N-(tert-butoxycarbonyl)-D-serine methyl ester is an organic compound with a chemical formula of C11H19NO6 and a molecular weight of 261.27. It is a colorless crystalline solid.

 

Nature:

N-(tert-butoxycarbonyl)-D-serine methyl ester is a stable compound, soluble in organic solvents such as chloroform and dimethylformamide, and insoluble in water. It is an odorless compound.

 

Use:

N-(tert-butoxycarbonyl)-D-serine methyl ester is widely used as a protecting group in chemical synthesis. It can protect the hydroxyl function of serine (Ser) in the synthesis of polypeptides and proteins. If desired, the protecting group can be removed with acid or enzyme to obtain the individual serine.

 

Preparation Method:

N-(tert-butoxycarbonyl)-D-serine methyl ester is usually prepared by adding tert-butoxycarbonyl chloroformic acid (tert-butoxycarbonyl chloride) to the reaction of D-serine methyl ester (D-serine methyl ester). After the reaction, the product is obtained and purified by crystallization.

 

Safety Information:

N-(tert-butoxycarbonyl)-D-serine methyl ester is generally a relatively safe compound under routine experimental operating conditions. However, it is still a chemical substance and should follow laboratory safety procedures. It is recommended to wear appropriate personal protective equipment, such as laboratory glasses, gloves and laboratory coats.

Application

Boc-D-serine methyl ester (N-(tert-Butoxycarbonyl)-D-serine methyl ester) is a high-purity, chiral amino acid derivative that serves as a critical building block for advanced peptide synthesis, protein engineering, and medicinal chemistry. The Boc (tert-butyloxycarbonyl) group provides robust, acid-labile protection for the amino functionality, while the methyl ester enhances lipid solubility for efficient organic synthesis protocols. This D-configured serine derivative enables the construction of peptides containing non-natural D-amino acids, which are valuable for enhancing proteolytic stability and modulating bioactivity. As a key chiral intermediate, it supports the synthesis of complex peptide libraries, peptidomimetics, and pharmaceutical compounds targeting neurological disorders and other therapeutic areas. It is also utilized in bioconjugation techniques for targeted drug delivery systems and as a reagent in analytical chemistry to study amino acid behavior. Xinchem offers custom synthesis, custom chemical synthesis, and contract manufacturing of high-purity Boc-D-serine methyl ester, with flexible scaling from R&D to commercial tons. Contact us today for a competitive quote and reliable global supply.


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