Boc-(2S)-Gly-4-pyranoyl

Name: Boc-(2S)-Gly-4-pyranoyl
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CAS No. 711017-85-5
Cat. No. CS-D0015
Molecule weight259.30
Purity≥95%
MDL No.MFCD08272907

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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+
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General Information

CAS No. 711017-85-5
Cat. No. CS-D0015
Purity ≥95%
MDL No. MFCD08272907
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₂₁NO₅
Molecular Weight 259.30
Synonym(s) (S)-2-((tert-Butoxycarbonyl)amino)-2-(tetrahydro-2H-pyran-4-yl)acetic acid; Boc-4-Pyranoyl-Gly-OH
SMILES OC([C@@H](NC(OC(C)(C)C)=O)C1CCOCC1)=O

Description

Boc-(2S)-Gly-4-pyranoyl serves as a specialized amino acid derivative featuring a pyranoyl-protected glycinyl moiety, enabling selective incorporation into peptide chains under mild deprotection conditions. This scaffold offers enhanced stability and solubility in organic solvents, facilitating efficient coupling reactions in complex peptide syntheses.

Application

Boc-(2S)-Gly-4-pyranoyl serves as a versatile chiral building block for the synthesis of glycosylated heterocycles and peptide mimetics. The Boc-protected glycine moiety enables straightforward deprotection and coupling, while the 4-pyranoyl group provides a stable, electron-rich scaffold for subsequent functionalization. Its stereo-defined (2S) configuration ensures predictable reactivity in asymmetric synthesis, and the structure exhibits excellent bench stability and compatibility with standard peptide coupling protocols.

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

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Computational Chemistry Data

TPSA 84.86
LogP 1.3909
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 3

Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Alanine and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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Boc-(2S)-Gly-4-pyranoyl

CAS No. 711017-85-5

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