N-Boc-O-Benzyl-D-serine

Name: N-Boc-O-Benzyl-D-serine
Brand: ChemScene
Availability: InStock
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CAS No. 47173-80-8
Cat. No. CS-W004064
Purity≥97%
MDL No.MFCD00038248

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

There is a HazMat shipping fee for each item that qualifies as a dangerous good. Please contact our quotation team via email to confirm the details.

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General Information

CAS No. 47173-80-8
Cat. No. CS-W004064
Purity ≥97%
MDL No. MFCD00038248
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₂₁NO₅
Molecular Weight 295.33
Synonym(s) None
SMILES O=C(O)[C@@H](COCC1=CC=CC=C1)NC(OC(C)(C)C)=O

Description

N-Boc-O-Benzyl-D-serine serves as a protected D-serine derivative featuring orthogonal functional group stability. The Boc group at nitrogen and benzyl ester at the carboxylate enable selective deprotection in peptide synthesis. This configuration supports efficient incorporation into chiral scaffolds under standard conditions, offering enhanced handling and compatibility with diverse coupling protocols.

Application

N-Boc-O-Benzyl-D-serine serves as a versatile chiral building block for the synthesis of D-serine-containing peptides and bioactive heterocycles. The Boc group provides reliable protection of the amine, while the O-benzyl ether stabilizes the hydroxyl functionality under standard coupling conditions. This combination enables orthogonal deprotection sequences and facilitates efficient peptide elongation via standard amide bond formation protocols. Its bench-stable, crystalline nature supports straightforward handling and purification, making it well-suited for medicinal chemistry campaigns and API intermediate development.

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 84.86
LogP 2.1811
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 6

Other Classifications

Bioactive Molecules Peptides

Life Science Amino Acids and their Derivatives Serine and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Peptide Chemistry Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Amino Acid Derivatives

Biochemistry Biochemicals and Reagents Amino Acids N-Protected Amino Acids

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N-Boc-O-Benzyl-D-serine

CAS No. 47173-80-8

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