472654
N-Boc-2-aminoacetaldehyde
95%
Synonym(s):
tert-Butyl N-(2-oxoethyl)carbamate
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About This Item
Linear Formula:
HCOCH2NHCO2C(CH3)3
CAS Number:
Molecular Weight:
159.18
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
95%
Quality Segment
assay
95%
refractive index
n20/D 1.455 (lit.)
functional group
aldehyde, amine
storage temp.
−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)
InChI key
ACNRTYKOPZDRCO-UHFFFAOYSA-N
Gene Information
human ... CTSK(1513)
General description
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.
Application
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.
Also used in a three-component synthesis of pyrrolidines involving 1,3-dipolar cycloaddition.
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.
A building block in the synthesis of a protected pyrroloproline.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
235.4 °F - closed cup
flash_point_c
113 °C - closed cup
ppe
Eyeshields, Gloves, type N95 (US)
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