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472654

Sigma-Aldrich

N-Boc-2-aminoacetaldehyd

95%

Synonym(e):

N-(2-Oxoethyl)-carbamidsäure-tert-butylester

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About This Item

Lineare Formel:
HCOCH2NHCO2C(CH3)3
CAS-Nummer:
89711-08-0
Molekulargewicht:
159.18
MDL-Nummer:
MFCD01321273
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24870815
NACRES:
NA.22

Qualitätsniveau

100

Assay

95%

Brechungsindex

n20/D 1.455 (lit.)

Lagertemp.

−20°C

SMILES String

CC(C)(C)OC(=O)NCC=O

InChI

1S/C7H13NO3/c1-7(2,3)11-6(10)8-4-5-9/h5H,4H2,1-3H3,(H,8,10)

InChIKey

ACNRTYKOPZDRCO-UHFFFAOYSA-N

Angaben zum Gen

human ... CTSK(1513)

Verwandte Kategorien

Allgemeine Beschreibung

N-Boc-2-aminoacetaldehyde is an organic building block. It reacts with Horner-Wadsworth-Emmons (HWE) reagent to afford γ-aminobutyric acid (GABA)-derived α-keto amide/ester units.

Anwendung

α-Methylenation of this amino aldehyde proceeds in a quick and efficient manner using a recently reported protocol involving formaldehyde and catalysis by either pyrrolidine proprionic acid or the dipeptide L-Pro-β-Ala.
Also used in a three-component synthesis of pyrrolidines involving 1,3-dipolar cycloaddition.
A building block in the synthesis of a protected pyrroloproline.
N-Boc-2-aminoacetaldehyde may be employed in the following:
  • As a starting reagent in the total synthesis of (+)-negamycin.
  • Synthesis of (E)-ethyl 4-((tert-butoxycarbonyl)amino)but-2-enoate.
  • Synthesis of 2,2′-bipyridine.

WGK

WGK 3

Flammpunkt (°F)

closed cup

Flammpunkt (°C)

closed cup

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Analysenzertifikate (COA)

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Sigma-Aldrich

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Sigma-Aldrich

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