Acetaldehyde → CID 86706182

HRID 591870Notizen

Reaktionsgleichung

[CH3:1][CH2:2][C@H:3]1[C@@H:16]([OH:17])[C@@H:15]2[C@H:10]([CH2:11][CH2:12][C@:13]3([CH3:28])[C@@H:20]([C@@H:21]([CH2:23][CH2:24][C:25]([OH:27])=[O:26])[CH3:22])[CH2:19][CH2:18][C@H:14]32)[C@:9]2([CH3:29])[C@H:4]1[CH2:5][C@H:6]([OH:30])[CH2:7][CH2:8]2.[CH3:31]C=O>>[CH3:31][O:26][C:25](=[O:27])[CH2:24][CH2:23][C@H:21]([C@@H:20]1[C@:13]2([CH3:28])[C@H:14]([C@H:15]3[C@H:10]([CH2:11][CH2:12]2)[C@:9]2([CH3:29])[C@@H:4]([CH2:5][C@H:6]([OH:30])[CH2:7][CH2:8]2)/[C:3](=[CH:2]/[CH3:1])/[C:16]3=[O:17])[CH2:18][CH2:19]1)[CH3:22]

Komponenten

Edukt 2

HCID 177Acetaldehyde

HCID 447715Obeticholic Acid

Produkt 1

HCID 86706182CID 86706182

Versuchsvorschrift

The present invention relates to a process for preparing obeticholic acid Form 1, wherein reacting 3α,7-ditrimethylsilyloxy-5β-chol-6-en-24-oic acid methyl ester with CH3CHO to form E- or E/Z-3α-hydroxy-6-ethylidene-7-keto-5β-cholan-24-oic acid methyl ester is carried out in a polar aprotic solvent at a temperature at about −50° C. to about −70° C. in the presence of BF3.

Quellen und Nachweise

ORD-Eintrag: ord-ddf396e91d634ac89675b49aa9f07b20
Quelldatensatz: uspto-grants-2016_01
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US09238673B2

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