1-Amino-2-propanol → 2-Propanol, 1-amino-, 2-(hydrogen sulfate)

HRID 22621

Reaktionsgleichung

Reaktionsgleichung von HRID 22621
[NH2:1][CH2:2][CH:3]([OH:5])[CH3:4].[S:6](=O)(=[O:9])([OH:8])[OH:7]>>[S:6]([OH:9])([O:5][CH:3]([CH3:4])[CH2:2][NH2:1])(=[O:8])=[O:7]

Komponenten

3

Edukt 2

HCID 41-Amino-2-propanolHCID 1118Sulfuric Acid

Produkt 1

HCID 989852-Propanol, 1-amino-, 2-(hydrogen sulfate)

Versuchsvorschrift

FIG. 5 shows another synthetic reaction scheme for preparation of an mPEG-DTB-ligand compound in accord with the invention. The details of the reaction procedure are given in Examples 3A-3B. Briefly, cold 1-amino-2-propanol was reacted with sulfuric acid to form 2-amino-1-methylethyl hydrogen sulfate. This product was reacted with carbon disulfide and sodium hydroxide in aqueous ethanol to yield 5-methylthiazolidine-2-thione. An aqueous solution of hydrochloric acid was added to the 5-methylthiazolidine-2-thione and heated. After refluxing for one week, the product, 1-mercapto(methyl)ethyl ammonium chloride, was crystallized and recovered. This product was reacted with methoxy carbonylsulfenyl chloride to yield 2-(methoxycarbonyldithio)ethaneamine. Reaction of the 2-(methoxycarbonyldithio)ethaneamine with mPEG-chloroformate using the procedure described above with respect to FIG. 2 yields the desired mPEG-DTB-nitrophenyl compound suitable for reaction with a selected amine-containing ligand to form a compound in accord with the invention.

Aufarbeitung

  1. customanother synthetic reaction scheme
  2. customThe details of the reaction procedure

Quellen und Nachweise

ORD-Eintrag
ord-bcf525e4dfdc4bc6b9aada8513c48446
Quelldatensatz
uspto-grants-2005_02
Patentnummer
US06849270B2

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