(S)-tert-Butyl 2-((tert-butoxycarbonyl)amino)-5-hydroxypentanoate

Name: (S)-tert-Butyl 2-((tert-butoxycarbonyl)amino)-5-hydroxypentanoate
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CAS No. 90194-99-3
Cat. No. CS-0491623
Molecule weight289.37
Purity≥95%
MDL No.MFCD29076538

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(S)-tert-Butyl 2-((tert-butoxycarbonyl)amino)-5-hydroxypentanoate|CS-0491623

Structure of 90194-99-3

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General Information

CAS No. 90194-99-3
Cat. No. CS-0491623
Purity ≥95%
MDL No. MFCD29076538
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₂₇NO₅
Molecular Weight 289.37
Synonym(s) N-Boc-5-hydroxy-L-norvaline tert-butyl ester
SMILES O=C(OC(C)(C)C)[C@H](CCCO)NC(OC(C)(C)C)=O

Description

(S)-tert-Butyl 2-((tert-butoxycarbonyl)amino)-5-hydroxypentanoate features a chiral backbone with orthogonal functional groups: a protected amine and a primary hydroxyl. This bifunctional scaffold enables selective derivatization in peptide synthesis and natural product assembly, offering excellent stability under standard bench conditions.

Application

(S)-tert-Butyl 2-((tert-butoxycarbonyl)amino)-5-hydroxypentanoate serves as a versatile chiral building block for peptide and heterocyclic synthesis, enabling efficient access to bioactive scaffolds. The protected amine and primary alcohol functionalities offer orthogonal reactivity, facilitating sequential transformations under standard conditions. Its bench-stable tert-butyl ester and carbamate groups simplify purification and enable scalable derivatization in medicinal chemistry campaigns.

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 : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 84.86
LogP 1.9939
H_Acceptors 5
H_Donors 2
Rotatable_Bonds 5

Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Fatty chain compounds

Key Words

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(S)-tert-Butyl 2-((tert-butoxycarbonyl)amino)-5-hydroxypentanoate

CAS No. 90194-99-3

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