N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-methyl-L-allothreonine

Name: N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-methyl-L-allothreonine
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CAS No. 1217603-41-2
Cat. No. CS-0035461
Purity≥95%
MDL No.MFCD04974410

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N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-methyl-L-allothreonine|CS-0035461

Structure of 1217603-41-2

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General Information

CAS No. 1217603-41-2
Cat. No. CS-0035461
Purity ≥95%
MDL No. MFCD04974410
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₀H₂₁NO₅
Molecular Weight 355.39
Synonym(s) Fmoc-L-Val(β-OH)-OH
SMILES CC(O)(C)[C@@H](C(O)=O)NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O

Description

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-methyl-L-allothreonine is a protected amino acid derivative featuring a fluorenylmethoxycarbonyl (Fmoc) group for orthogonal protection. This sterically hindered side chain enhances stability during peptide synthesis, enabling efficient coupling and minimizing racemization under standard conditions.

Application

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-methyl-L-allothreonine serves as a protected amino acid building block for peptide synthesis, enabling orthogonal incorporation of non-proteinogenic residues. The Fmoc group ensures stable protection under basic conditions and facilitates efficient removal during standard deprotection protocols. The 3-methyl-L-allothreonine side chain provides a sterically constrained, hydroxyl-bearing moiety suitable for introducing conformational rigidity in peptidomimetics and bioactive scaffolds. Offers excellent bench stability and compatibility with diverse coupling reagents.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H319
Precautionary Statements : P264-P280-P305+P351+P338-P337+P313

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Computational Chemistry Data

TPSA 99.35
LogP 2.9536
H_Acceptors 4
H_Donors 3
Rotatable_Bonds 5

Other Classifications

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Threonine and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Amino Acid Derivatives

Key Words

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N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-methyl-L-allothreonine

CAS No. 1217603-41-2

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