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MORPHOLIN-4-YL-ACETIC ACID

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MORPHOLIN-4-YL-ACETIC ACID Basic information

Product Name:
MORPHOLIN-4-YL-ACETIC ACID
Synonyms:
  • Carfilzomib Impurity 22
  • AKOS BBS-00002525
  • 4-MORPHOLINOACETIC ACID
  • 2-(4-MORPHOLINYL)ACETIC ACID
  • MORPHOLINOACETIC ACID
  • MORPHOLIN-4-YL-ACETIC ACID
  • RARECHEM AL BO 0383
  • TIMTEC-BB SBB010303
CAS:
3235-69-6
MF:
C6H11NO3
MW:
145.16
Product Categories:
  • Amino Acids and Derivatives
Mol File:
3235-69-6.mol
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MORPHOLIN-4-YL-ACETIC ACID Chemical Properties

Melting point:
162-164℃
Boiling point:
272℃
Density 
1.202
Flash point:
118℃
storage temp. 
Sealed in dry,Room Temperature
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Solid
pka
2.25±0.10(Predicted)
color 
Off-White
InChI
InChI=1S/C6H11NO3/c8-6(9)5-7-1-3-10-4-2-7/h1-5H2,(H,8,9)
InChIKey
VIWZVFVJPXTXPA-UHFFFAOYSA-N
SMILES
N1(CC(O)=O)CCOCC1
CAS DataBase Reference
3235-69-6(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36
HazardClass 
IRRITANT
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MORPHOLIN-4-YL-ACETIC ACID Usage And Synthesis

Uses

Morpholin-?4-?yl Acetic Acid was used in preparation of pyrrolidine-fused fullerene multicarboxylates by photoreaction.

Definition

ChEBI: N-(2-Carboxymethyl)-morpholine is an alpha-amino acid.

Synthesis

3235-82-3

3235-69-6

b) Synthesis of 2-morpholinoacetic acid Ethyl 2-morpholinoacetate (1 g, 57.8 mmol, 1.0 eq.) was dissolved in 8N HCl and the reaction was stirred at 95°C for 16 hours. Upon completion of the reaction, the reaction mixture was concentrated, quenched, and extracted as in Intermediate Example 15(b). The solvent was removed by distillation to afford the target product 2-morpholinoacetic acid in 96.3% (0.8 g) yield. The product was analyzed by LC-MS (ESI): calculated mass: 145.16; measured mass: 146.3 [M + H]+ (retention time: 0.21 min).

References

[1] Patent: WO2013/53983, 2013, A1. Location in patent: Page/Page column 40
[2] Journal of Medicinal Chemistry, 2000, vol. 43, # 8, p. 1489 - 1494
[3] Liebigs Annalen der Chemie, 1983, # 6, p. 950 - 961
[4] Patent: US2015/11548, 2015, A1. Location in patent: Paragraph 0145
[5] Patent: WO2009/48559, 2009, A1. Location in patent: Page/Page column 70

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