N-(2-hydroxyethyl)oxalamide → HCID 69151267, compound

HRID 1373147Notes

Reaction equation

HRID 1373147 reaction equation
[OH:1][CH2:2][CH2:3][NH:4][C:5](=[O:9])[C:6]([NH2:8])=[O:7].Cl.N[C@H]1[CH2:16][O:15][CH2:14][C@@H]1O>C(N(CC)CC)C>[OH:1][C@H:2]1[CH2:16][O:15][CH2:14][C@@H:3]1[NH:4][C:5](=[O:9])[C:6]([NH2:8])=[O:7]

Participants

4

Reactant 2

HCID 5249043N-(2-hydroxyethyl)oxalamideHCID 69151115(3R,4S)-4-Aminooxolan-3-ol--hydrogen chloride (1/1)

Product 1

HCID 69151267HCID 69151267, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

Prepared as in Intermediate 3, using (3R,4S)-4-aminotetrahydrofuran-3-ol hydrochloride [Schaus et al, J. Org. Chem., 62, 4197 (1997)] and triethylamine, to give the title compound as a pale brown powder (1.13 g, 65% ); NMR [(CD3)2SO] 3.45–3.56 (2H, m), 3.84–3.94 (2H, m), 3.98–4.01 (1H, m), 4.19–4.24 (1H, m), 5.24 (1H, t), 7.79 (1H, br s), 8.06 (1H, br s), and 8.66 (1H, d).

Sources & evidence

ORD record
ord-fead7896019642069cf75cf799b1323f
Source dataset
uspto-grants-2007_01
Patent number
US07160907B2

Reaction notes

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