Basic information Safety Supplier Related

AMINO-(TETRAHYDRO-PYRAN-4-YL)-ACETIC ACID METHYL ESTER

Basic information Safety Supplier Related

AMINO-(TETRAHYDRO-PYRAN-4-YL)-ACETIC ACID METHYL ESTER Basic information

Product Name:
AMINO-(TETRAHYDRO-PYRAN-4-YL)-ACETIC ACID METHYL ESTER
Synonyms:
  • (2S, 2R)-GLY-4-PYRANOYL-OME
  • METHYL AMINO(TETRAHYDRO-2H-PYRAN-4-YL)ACETATE
  • METHYL AMINO-(4-TETRAHYDROPYRANYL) ACETATE
  • methyl aminotetrahydropyr...
  • Methyl aMinotetrahydropyran-4-ylacetate
  • 2H-Pyran-4-acetic acid, a-aMinotetrahydro-, Methyl ester
  • Methyl 2-aMino-2-(tetrahydro-2H-pyran-4-yl)acetate hydrochloride
  • AMINO-(TETRAHYDRO-PYRAN-4-YL)-ACETIC ACID METHYL ESTER
CAS:
477585-43-6
MF:
C8H15NO3
MW:
173.21
Mol File:
477585-43-6.mol
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AMINO-(TETRAHYDRO-PYRAN-4-YL)-ACETIC ACID METHYL ESTER Chemical Properties

storage temp. 
2-8°C(protect from light)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22
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AMINO-(TETRAHYDRO-PYRAN-4-YL)-ACETIC ACID METHYL ESTER Usage And Synthesis

Synthesis

477584-90-0

477585-43-6

The general procedure for the synthesis of methyl 2-amino-2-(tetrahydro-2H-pyran-4-yl)acetate from methyl 2-(benzyloxycarbonylamino)-2-(tetrahydro-2H-pyran-4-yl)acetate was as follows: a mixture of methyl N-Cbz-dehydropyranosylglycinate (5.2 g, 17 mmol), 5% Pd/C catalyst (500 mg), methanol (75 mL) and tetrahydrofuran ( A mixture of methanol (75 mL) and tetrahydrofuran (25 mL) was placed under hydrogen atmosphere for 24 hours. Upon completion of the reaction, the mixture was filtered through diatomaceous earth and the diatomaceous earth was washed with methanol. The filtrate was concentrated under reduced pressure to give methyl 2-amino-2-(tetrahydro-2H-pyran-4-yl)acetate in quantitative yield as a colorless oil, which can be used directly in the next step of the reaction.

References

[1] Patent: WO2006/69063, 2006, A1. Location in patent: Page/Page column 80
[2] Patent: WO2010/21934, 2010, A2. Location in patent: Page/Page column 40-41
[3] Patent: WO2007/106192, 2007, A2. Location in patent: Page/Page column 50
[4] Patent: WO2008/134679, 2008, A1. Location in patent: Page/Page column 74
[5] Patent: WO2013/131408, 2013, A1. Location in patent: Page/Page column 110; 111

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