Ethanol, 2-amino-, 1-nitrate, nitrate (1:1) → HCID 57188105, compound

HRID 487974Notes

Reaction equation

HRID 487974 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 55286233HCID 55286233, compound

Product 1

HCID 57188105HCID 57188105, compoundYield 16.6%

Procedure

Following a procedure similar to that described in Example 1, but using 312 mg of (4S,5R)-2-oxo-4-methyloxazolidine-5-carboxylic acid, 372 mg of N-(2-nitrooxyethyl)amine nitrate and 0.47 ml of diphenylphosphoryl azide, 83 mg of the title compound were obtained as a colorless oil.

Sources & evidence

ORD record
ord-66080780a71e4c588a5044fe6f93f90d
Source dataset
uspto-grants-1994_03
Patent number
US05298516

Reaction notes

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