tert-Butyl 2-(bromomethyl)morpholine-4-carboxylate

Name: tert-Butyl 2-(bromomethyl)morpholine-4-carboxylate
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CAS No. 765914-78-1
Cat. No. CS-0092693
Purity≥97%
MDL No.MFCD20489326

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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 2-(bromomethyl)morpholine-4-carboxylate|CS-0092693

Structure of 765914-78-1

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General Information

CAS No. 765914-78-1
Cat. No. CS-0092693
Purity ≥97%
MDL No. MFCD20489326
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₈BrNO₃
Molecular Weight 280.16
Synonym(s) 4-Boc-2-(bromomethyl)morpholine
SMILES O=C(N1CC(CBr)OCC1)OC(C)(C)C

Description

tert-Butyl 2-(bromomethyl)morpholine-4-carboxylate features a morpholine ring bearing a bromomethyl group at the 2-position and a tert-butyl ester at the 4-position. This bifunctional building block enables selective alkylation and subsequent derivatization in synthetic routes to bioactive compounds, offering excellent stability under standard bench conditions.

Application

tert-Butyl 2-(bromomethyl)morpholine-4-carboxylate serves as a versatile building block in medicinal chemistry, enabling efficient construction of morpholine-containing scaffolds. The bromomethyl group facilitates nucleophilic substitution reactions, while the tert-butyl ester offers stability and convenient deprotection under mild acidic conditions. Its compatibility with palladium-catalyzed couplings and functional group tolerance make it ideal for modular synthesis of bioactive molecules and API intermediates.

Synthesis

Route1
- In-stock
  
  135065-69-9
- ~63%
- In-stock
  
  765914-78-1
References
- SMITHKLINE BEECHAM CORPORATION Patent: WO2007/58850 A2, 2007 ; Location in patent: Page/Page column 44 ; WO 2007/058850 A2

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

Quality Control

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Computational Chemistry Data

TPSA 38.77
LogP 2.0172
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aliphatic heterocycle compounds Morpholine compounds

Key Words

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tert-Butyl 2-(bromomethyl)morpholine-4-carboxylate

CAS No. 765914-78-1

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