tert-Butyl (3-(hydroxymethyl)phenyl)carbamate

Name: tert-Butyl (3-(hydroxymethyl)phenyl)carbamate
Brand: ChemScene
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CAS No. 118684-31-4
Cat. No. CS-0061001
Purity≥97%
MDL No.MFCD04974269

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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tert-Butyl (3-(hydroxymethyl)phenyl)carbamate|CS-0061001

Structure of 118684-31-4

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General Information

CAS No. 118684-31-4
Cat. No. CS-0061001
Purity ≥97%
MDL No. MFCD04974269
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₇NO₃
Molecular Weight 223.27
Synonym(s) None
SMILES CC(C)(OC(NC1=CC=CC(CO)=C1)=O)C

Description

tert-Butyl (3-(hydroxymethyl)phenyl)carbamate features a benzyl alcohol handle flanked by a tert-butoxycarbonyl-protected amine, enabling orthogonal functionalization. The hydroxymethyl group offers direct derivatization potential while the carbamate remains stable under standard conditions. This scaffold integrates seamlessly into multi-step syntheses requiring selective deprotection and conjugation pathways.

Application

tert-Butyl (3-(hydroxymethyl)phenyl)carbamate serves as a stable, bench-friendly protecting group for primary amines, enabling selective functionalization at the ortho-hydroxymethyl position. Its robustness under diverse reaction conditions facilitates downstream transformations such as oxidation, coupling, and heterocycle formation, making it a practical scaffold in medicinal chemistry synthesis.

Synthesis

Route1
- In-stock
  
  24424-99-5
- In-stock
  
  1877-77-6
- ~99%
- In-stock
  
  118684-31-4
References
- Berthel, Steven Joseph; Kester, Robert Francis; Murphy, Douglas Eric; Prins, Thomas Jay; Ruebsam, Frank; Sarabu, Ramakanth; Tran, Chinh Viet; Vourloumis, Dionisios Patent: US2008/21032 A1, 2008 ; Location in patent: Page/Page column 56 ; US 20080021032 A1
Route2
- In-stock
  
  111331-82-9
- ~%
- In-stock
  
  118684-31-4
References
- Nasim, Shama; Guzman, Monica L.; Jordan, Craig T.; Crooks, Peter A. Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 16 p. 4879 - 4883

Safety Information

Download SDS

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 58.56
LogP 2.5259
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Alcohol

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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tert-Butyl (3-(hydroxymethyl)phenyl)carbamate

CAS No. 118684-31-4

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