Methyl iodide → methyl (2RS,3S)-3-amino-2-hydroxyheptanoate

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Reaktionsgleichung

[NH2:1][C@@H:2]([CH2:15][CH2:16][CH2:17][CH3:18])[CH:3]([OH:14])[C:4]([O:6][CH2:7]C1C=CC=CC=1)=[O:5].C(Br)C1C=CC=CC=1.CI>>[NH2:1][C@@H:2]([CH2:15][CH2:16][CH2:17][CH3:18])[CH:3]([OH:14])[C:4]([O:6][CH3:7])=[O:5]

Komponenten

Edukt 3

HCID 6328Methyl iodide

HCID 7498Benzyl Bromide

HCID 56995658phenylmethyl (2RS,3S)-3-amino-2-hydroxyheptanoate

Produkt 1

HCID 54272153methyl (2RS,3S)-3-amino-2-hydroxyheptanoateAusbeute 91 %

Versuchsvorschrift

The same reaction procedure for synthesizing of phenylmethyl (2RS,3S)-3-amino-2-hydroxyheptanoate as in Reference Example 17 was repeated except that benzyl bromide used in Reference Example 17 was replaced by 579 mg of methyl iodide, whereby 683 mg of the captioned methyl (2RS,3S)-3-amino-2-hydroxyheptanoate was obtained in a yield of 91%.

Aufarbeitung

customThe same reaction procedure

Quellen und Nachweise

ORD-Eintrag: ord-c5f9c186745040cf8ede17d73f1edc76
Quelldatensatz: uspto-grants-2000_09
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US06117870

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