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370452

Sigma-Aldrich

2,2-Diethoxyacetamide

97%

Synonym(s):

Glyoxylic amide diethyl acetal

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About This Item

Linear Formula:
(CH3CH2O)2CHCONH2
CAS Number:
61189-99-9
Molecular Weight:
147.17
Beilstein/REAXYS Number:
1760414
EC Number:
262-647-7
MDL number:
MFCD00044023
UNSPSC Code:
12352100
PubChem Substance ID:
24863069

assay

97%

mp

76-78 °C (lit.)

SMILES string

CCOC(OCC)C(N)=O

InChI

1S/C6H13NO3/c1-3-9-6(5(7)8)10-4-2/h6H,3-4H2,1-2H3,(H2,7,8)

InChI key

DSKGWFQMJHBHRT-UHFFFAOYSA-N

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General description

2,2-Diethoxyacetamide participates in the synthesis of pyridine-containing central domain of the amythiamicin group of thiopeptide antibiotics.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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Mark C Bagley et al.
Chemical communications (Cambridge, England), (1)(1), 102-103 (2004-01-23)
The pyridine-containing central domain of the amythiamicin group of thiopeptide antibiotics is prepared in protected form in 9 steps, 93%ee and 18% overall yield from (S)-2-[1-(tert-butoxycarbonylamino)-2-methylpropyl]thiazole-4-carboxylic acid by Michael addition-cyclodehydration of a 2-(2-thiazolyl)enamine and 1-(2-thiazolyl)propynone.

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