(S)-3-(((2S,3R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(tert-butoxy)butanoyl)oxy)-2-((tert-butoxycarbonyl)amino)propanoic acid

Name: (S)-3-(((2S,3R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(tert-butoxy)butanoyl)oxy)-2-((tert-butoxycarbonyl)amino)propanoic acid
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CAS No. 944283-12-9
Cat. No. CS-0565829
Purity≥95%
MDL No.MFCD10001362

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(S)-3-(((2S,3R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(tert-butoxy)butanoyl)oxy)-2-((tert-butoxycarbonyl)amino)propanoic acid|CS-0565829

Structure of 944283-12-9

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General Information

CAS No. 944283-12-9
Cat. No. CS-0565829
Purity ≥95%
MDL No. MFCD10001362
Storage 4°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₁H₄₀N₂O₉
Molecular Weight 584.66
Synonym(s) Boc-L-Ser[Fmoc-L-Thr(tBu)]-OH
SMILES CC(C)(C)OC(N[C@H](C(O)=O)COC([C@H]([C@@H](C)OC(C)(C)C)NC(OCC1C2=CC=CC=C2C3=CC=CC=C31)=O)=O)=O

Description

This chiral dipeptide intermediate features a fluorenylmethoxycarbonyl-protected amino group and orthogonal tert-butoxycarbonyl handles, enabling selective coupling in peptide synthesis. The (S)-configured backbone supports stereoselective elongation, while the fluoren-9-ylmethyl moiety facilitates efficient deprotection under mild conditions.

Application

(S)-3-(((2S,3R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(tert-butoxy)butanoyl)oxy)-2-((tert-butoxycarbonyl)amino)propanoic acid serves as a key chiral building block for the synthesis of complex peptide-like scaffolds and bioactive heterocycles. Its orthogonal protection scheme—combining Fmoc, Boc, and ester functionalities—enables sequential deprotection and coupling in solid-phase and solution-phase workflows. Bench-stable and amenable to standard purification techniques, it facilitates efficient access to peptidomimetics and validated API precursors.

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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

TPSA 149.49
LogP 4.6184
H_Acceptors 8
H_Donors 3
Rotatable_Bonds 10

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Serine and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

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(S)-3-(((2S,3R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(tert-butoxy)butanoyl)oxy)-2-((tert-butoxycarbonyl)amino)propanoic acid

CAS No. 944283-12-9

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