Tert-butyl (4-chloro-3-hydroxyphenyl)carbamate

Name: Tert-butyl (4-chloro-3-hydroxyphenyl)carbamate
Brand: ChemScene
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CAS No. 345893-27-8
Cat. No. CS-0273187
Purity≥98%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Tert-butyl (4-chloro-3-hydroxyphenyl)carbamate|CS-0273187

Structure of 345893-27-8

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General Information

CAS No. 345893-27-8
Cat. No. CS-0273187
Purity ≥98%
MDL No. None
Storage RT, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₄ClNO₃
Molecular Weight 243.69
Synonym(s) TERT-BUTYL 4-CHLORO-3-HYDROXYPHENYLCARBAMATE
SMILES CC(C)(OC(NC1=CC(O)=C(Cl)C=C1)=O)C

Description

Tert-butyl (4-chloro-3-hydroxyphenyl)carbamate features a hydroxylated aryl scaffold with a chlorine substituent at the para position, enabling selective functionalization in synthetic sequences. The tert-butyl carbamate group provides stable protection for primary amines under standard conditions, facilitating efficient deprotection via mild acidolysis. This combination delivers a robust, moisture-tolerant building block ideal for peptide and heterocyclic synthesis.

Application

Tert-butyl (4-chloro-3-hydroxyphenyl)carbamate serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted phenolic scaffolds. The protected hydroxyl group offers enhanced stability and compatibility with diverse reaction conditions, while the chloro substituent facilitates subsequent cross-coupling or nucleophilic substitution. This compound functions effectively in multi-step syntheses requiring orthogonal protection strategies, particularly in the construction of complex heterocyclic and bioactive molecules.

Synthesis

Route1
- In-stock
  
  24424-99-5
- In-stock
  
  6358-06-1
- ~97%
- In-stock
  
  345893-27-8
References
- Dhanak, Dashyant; Knight, Steven David Patent: US2003/100580 A1, 2003 ; US 20030100580 A1

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 58.56
LogP 3.3926
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Phenol

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Tert-butyl (4-chloro-3-hydroxyphenyl)carbamate

CAS No. 345893-27-8

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