Carbamic acid, [(4-hydroxybutyl)carbonimidoyl]bis-, bis(1,1-dimethylethyl) ester

Name: Carbamic acid, [(4-hydroxybutyl)carbonimidoyl]bis-, bis(1,1-dimethylethyl) ester
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CAS No. 208465-10-5
Cat. No. CS-0132257
Molecule weight331.41
Purity≥98%
MDL No.None

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Carbamic acid, [(4-hydroxybutyl)carbonimidoyl]bis-, bis(1,1-dimethylethyl) ester|CS-0132257

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General Information

CAS No. 208465-10-5
Cat. No. CS-0132257
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₂₉N₃O₅
Molecular Weight 331.41
Synonym(s) N,N'-Bis(Boc)-N''-(4-hydroxybutyl)guanidine
SMILES O=C(N/C(NC(OC(C)(C)C)=O)=N/CCCCO)OC(C)(C)C

Description

This bis(1,1-dimethylethyl) ester of [(4-hydroxybutyl)carbonimidoyl]carbamic acid features a hydroxyl-functionalized aliphatic chain flanked by two bulky tert-butyl groups. The sterically shielded carbamate moieties enhance stability and facilitate controlled release in synthetic applications. This compound serves as a protected amine equivalent for bioconjugation and polymer functionalization under mild conditions.

Application

Bis(1,1-dimethylethyl) [(4-hydroxybutyl)carbonimidoyl]carbamate serves as a stable, bench-ready carbamate protecting group for primary amines, enabling selective N-alkylation and subsequent deprotection under mild acidic conditions. Its orthogonal stability to standard organic transformations facilitates use in multi-step peptide and heterocyclic synthesis, with the pendant hydroxyl group offering additional handle for derivatization or macrocyclization.

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 109.25
LogP 2.1643
H_Acceptors 6
H_Donors 3
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Skeleton Fatty chain compounds

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Carbamic acid, [(4-hydroxybutyl)carbonimidoyl]bis-, bis(1,1-dimethylethyl) ester

CAS No. 208465-10-5

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