Procysteine → (4R)-N-[1-(Nitrooxymethyl)ethyl]-2-oxothiazolidine-4-carboxamide

HRID 1708191Notes

Reaction equation

HRID 1708191 reaction equation
[O:1]=[C:2]1[NH:6][C@H:5]([C:7]([OH:9])=O)[CH2:4][S:3]1.[N+]([O-])(O)=O.[N+:14]([O:17][CH2:18][CH:19]([NH2:21])[CH3:20])([O-:16])=[O:15]>>[N+:14]([O:17][CH2:18][CH:19]([NH:21][C:7]([C@@H:5]1[CH2:4][S:3][C:2](=[O:1])[NH:6]1)=[O:9])[CH3:20])([O-:16])=[O:15]

Participants

3

Reactant 2

HCID 72390ProcysteineHCID 867477001-(Nitrooxymethyl)ethylamine nitrate

Product 1

HCID 53804780(4R)-N-[1-(Nitrooxymethyl)ethyl]-2-oxothiazolidine-4-carboxamide

Procedure

A procedure similar to that described in Example 1 was repeated, but using 1.5 g of (4R)-2-oxothiazolidine4-carboxylic acid and 2.3 g of 1-(nitrooxymethyl)ethylamine nitrate, to obtain 0.35 g of the title compound as colorless crystals, melting at 112°-114° C. (after recrystallization from ethanol).

Workup

  1. customto obtain
  2. custom0.35 g of the title compound as colorless crystals, melting at 112°-114° C. (after recrystallization from ethanol)

Sources & evidence

ORD record
ord-b25d1f3c7057423282ba4d15c83cf92b
Source dataset
uspto-grants-1994_10
Patent number
US05356918

Reaction notes

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