Ethanol, 2-amino-, 1-nitrate, nitrate (1:1) → HCID 57316219, compound

HRID 1708204Notes

Reaction equation

HRID 1708204 reaction equation
[O:1]=[C:2]1[NH:6][C@H:5]([CH3:7])[C@@H:4]([C:8]([OH:10])=O)[O:3]1.[N+]([O-])(O)=O.[N+:15]([O:18][CH2:19][CH2:20][NH2:21])([O-:17])=[O:16].C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=O)C=CC=CC=1>>[N+:15]([O:18][CH2:19][CH2:20][NH:21][C:8]([C@H:4]1[O:3][C:2](=[O:1])[NH:6][C@@H:5]1[CH3:7])=[O:10])([O-:17])=[O:16]

Participants

4

Reactant 3

HCID 78397Ethanol, 2-amino-, 1-nitrate, nitrate (1:1)HCID 199401P,P-Diphenylphosphinic azideHCID 45084652HCID 45084652, compound

Product 1

HCID 57316219HCID 57316219, compoundYield 14.9%

Procedure

Following a procedure similar to that described in Example 1, but using 167 mg of (4R,5S)-2-oxo-4-methyl-oxazolidine-5-carboxylic acid, 234 mg of N-(2-nitrooxyethyl)amine nitrate and 0.30 ml of diphenylphosphoryl azide, 40 mg of the title compound were obtained as a colorless oil.

Sources & evidence

ORD record
ord-63e3eb6ed2a2436f8d10043173ce9cfe
Source dataset
uspto-grants-1994_10
Patent number
US05356918

Reaction notes

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