Benzyl (2-hydroxyethyl)(methyl)carbamate

Name: Benzyl (2-hydroxyethyl)(methyl)carbamate
Brand: ChemScene
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CAS No. 67580-96-5
Cat. No. CS-0144036
Purity≥95%
MDL No.MFCD09909489

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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+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Benzyl (2-hydroxyethyl)(methyl)carbamate|CS-0144036

Structure of 67580-96-5

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General Information

CAS No. 67580-96-5
Cat. No. CS-0144036
Purity ≥95%
MDL No. MFCD09909489
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₅NO₃
Molecular Weight 209.24
Synonym(s) (2-Hydroxy-ethyl)-methyl-carbamic acid benzyl ester
SMILES O=C(OCC1=CC=CC=C1)N(CCO)C

Description

Benzyl (2-hydroxyethyl)(methyl)carbamate features a bifunctional carbamate scaffold with a pendant hydroxyl group and a benzyl-protected amine. This combination enables selective conjugation in peptide synthesis and bioconjugation workflows, offering enhanced solubility and stability under standard reaction conditions.

Application

Benzyl (2-hydroxyethyl)(methyl)carbamate serves as a versatile protecting group for primary amines in peptide synthesis and medicinal chemistry. Its hydroxyl-bearing side chain enables orthogonal deprotection strategies, while the benzyl carbamate moiety offers stability under standard reaction conditions. The compound facilitates efficient N-alkylation and subsequent cleavage via hydrogenolysis or acidolysis, supporting scalable workflows with minimal byproduct formation.

Synthesis

Route1
- In-stock
  
  109-83-1
- 501-53-1
- ~97%
- In-stock
  
  67580-96-5
References
- THERAVANCE, INC. Patent: WO2004/89892 A2, 2004 ; Location in patent: Page 90 ; WO 2004/089892 A2
Route2
- In-stock
  
  109-83-1
- 1885-14-9
- ~%
- In-stock
  
  67580-96-5
References
- Bristol-Myers Squibb Company Patent: US6506738 B1, 2003 ;

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
Precautionary Statements : P261-P280-P304+P340

Quality Control

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Computational Chemistry Data

TPSA 49.77
LogP 1.2473
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Benzyl (2-hydroxyethyl)(methyl)carbamate

CAS No. 67580-96-5

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