tert-Butyl (4-hydroxybutyl)(methyl)carbamate

Name: tert-Butyl (4-hydroxybutyl)(methyl)carbamate
Brand: ChemScene
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CAS No. 99207-32-6
Cat. No. CS-0043109
Purity≥97%
MDL No.MFCD09953073

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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 (4-hydroxybutyl)(methyl)carbamate|CS-0043109

Structure of 99207-32-6

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General Information

CAS No. 99207-32-6
Cat. No. CS-0043109
Purity ≥97%
MDL No. MFCD09953073
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₂₁NO₃
Molecular Weight 203.28
Synonym(s) TERT-BUTYL 4-HYDROXYBUTYLMETHYLCARBAMATE
SMILES O=C(OC(C)(C)C)N(CCCCO)C

Description

tert-Butyl (4-hydroxybutyl)(methyl)carbamate features a hydroxyl-bearing aliphatic chain linked to a carbamate group, enabling selective protection and functionalization in peptide synthesis. The tert-butyl moiety provides acid-labile stability, while the pendant hydroxyl facilitates downstream derivatization or conjugation under mild conditions. This structure combines orthogonal handle compatibility with robust bench stability and ease of handling.

Application

tert-Butyl (4-hydroxybutyl)(methyl)carbamate serves as a versatile protected hydroxyl building block in synthetic organic chemistry, enabling straightforward access to functionalized aliphatic chains. The tert-butoxycarbonyl (Boc) group provides excellent bench stability and orthogonal deprotection under mild acidic conditions, while the primary alcohol facilitates subsequent derivatization via esterification, ether formation, or oxidation. Its methyl carbamate functionality enhances solubility and compatibility in polar reaction media, making it well-suited for peptide analogs, macrocyclic scaffolds, and medicinal chemistry lead optimization.

Synthesis

Route1
- In-stock
  
  42042-68-2
- In-stock
  
  24424-99-5
- ~84%
- In-stock
  
  99207-32-6
References
- UNIVERSITY OF CENTRAL FLORIDA RESEARCH FOUNDATION, INC.; PHANSTIEL IV, Otto; MUTH, Aaron Patent: WO2013/148230 A1, 2013 ; Location in patent: Page/Page column 30 ;
Route2
- In-stock
  
  94994-39-5
- ~85%
- In-stock
  
  99207-32-6
References
- Kane, Brian E.; Grant, Marianne K.O.; El-Fakahany, Esam E.; Ferguson, David M. Bioorganic and Medicinal Chemistry, 2008 , vol. 16, # 3 p. 1376 - 1392
Route3
- In-stock
  
  42042-68-2
- 74651-77-7
- ~85%
- In-stock
  
  99207-32-6
References
- NeoRx Corporation Patent: US6172045 B2, 2001 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2810
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 49.77
LogP 1.6258
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Boc

Building Blocks Functional Group Amine

Building Blocks Functional Group Alcohol

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tert-Butyl (4-hydroxybutyl)(methyl)carbamate

CAS No. 99207-32-6

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