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

Name: tert-Butyl 2-(2-hydroxyethyl)morpholine-4-carboxylate
Brand: ChemScene
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CAS No. 913642-78-1
Cat. No. CS-0100434
Purity≥97%
MDL No.MFCD09608014

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tert-Butyl 2-(2-hydroxyethyl)morpholine-4-carboxylate|CS-0100434

Structure of 913642-78-1

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General Information

CAS No. 913642-78-1
Cat. No. CS-0100434
Purity ≥97%
MDL No. MFCD09608014
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₂₁NO₄
Molecular Weight 231.29
Synonym(s) N-Boc-2-(2-hydroxyEthyl)Morpholine C11H21NO4 231.29
SMILES O=C(N1CC(CCO)OCC1)OC(C)(C)C

Description

tert-Butyl 2-(2-hydroxyethyl)morpholine-4-carboxylate is a bench-stable, moisture-tolerant morpholine derivative featuring a pendant hydroxyl group and a protected carboxylic acid. This combination enables seamless integration into synthetic sequences requiring both nucleophilic versatility and selective deprotection pathways. The tert-butyl ester facilitates purification and handling, while the hydroxyethyl side chain supports downstream functionalization through etherification or oxidation.

Application

tert-Butyl 2-(2-hydroxyethyl)morpholine-4-carboxylate serves as a versatile building block in medicinal chemistry, enabling efficient access to morpholine-containing scaffolds. The pendant hydroxyl group facilitates downstream derivatization via etherification or esterification, while the tert-butoxycarbonyl (Boc) group provides orthogonal protection for amine functionalization. Its bench-stable nature and compatibility with standard coupling conditions make it well-suited for multi-step synthesis and API intermediate development.

Synthesis

Route1
- In-stock
  
  24424-99-5
- 132995-76-7
- ~99%
- In-stock
  
  913642-78-1
References
- BRISTOL-MYERS SQUIBB COMPANY; YEUNG, Kap-Sun; PARCELLA, Kyle, E.; BENDER, John, A.; BENO, Brett, R.; GRANT-YOUNG, Katharine, A.; HAN, Ying; HEWAWASAM, Piyasena; KADOW, John, F.; NICKEL, Andrew Patent: WO2011/112191 A1, 2011 ; Location in patent: Page/Page column 454-455 ; WO 2011/112191 A1
Route2
- In-stock
  
  24424-99-5
- 112887-43-1
- ~%
- In-stock
  
  913642-78-1
References
- WO2012/120476 A1, ; Page/Page column 64 ; WO 2012/120476 A1
Route3
- In-stock
  
  766539-28-0
- ~%
- In-stock
  
  913642-78-1
References
- WO2008/70150 A1, ; Page/Page column 61-62 ; WO 2008/070150 A1

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 59
LogP 1.0047
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Skeleton Aliphatic heterocycle compounds Morpholine compounds

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

CAS No. 913642-78-1

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