N-[tert-butoxycarbonyl]-L-serine → ((S)-2-hydroxy-1-{2-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]ethylcarbamoyl}ethyl)carbamic acid tert-butyl ester

HRID 1401865Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1401865
[CH3:1][C:2]1([CH3:22])[CH2:11][CH2:10][C:9]([CH3:13])([CH3:12])[C:8]2[CH:7]=[C:6]([C:14]3[N:15]=[C:16]([CH2:19][CH2:20][NH2:21])[S:17][CH:18]=3)[CH:5]=[CH:4][C:3]1=2.[C:23]([O:27][C:28]([NH:30][C@@H:31]([CH2:35][OH:36])[C:32](O)=[O:33])=[O:29])([CH3:26])([CH3:25])[CH3:24]>>[C:23]([O:27][C:28](=[O:29])[NH:30][C@H:31]([C:32](=[O:33])[NH:21][CH2:20][CH2:19][C:16]1[S:17][CH:18]=[C:14]([C:6]2[CH:5]=[CH:4][C:3]3[C:2]([CH3:22])([CH3:1])[CH2:11][CH2:10][C:9]([CH3:12])([CH3:13])[C:8]=3[CH:7]=2)[N:15]=1)[CH2:35][OH:36])([CH3:26])([CH3:24])[CH3:25]

Komponenten

3

Edukt 2

HCID 98766N-[tert-butoxycarbonyl]-L-serineHCID 683804452-[4-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]ethylamine

Produkt 1

HCID 67324809((S)-2-hydroxy-1-{2-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]ethylcarbamoyl}ethyl)carbamic acid tert-butyl ester

Versuchsvorschrift

The preparation is carried out as already described starting from 186 mg (0.59 mmol) of 2-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]ethylamine from step b and 133 mg (0.65 mmol) of (S)-2-tert-butoxycarbonylamino-3-hydroxypropionic acid.

Quellen und Nachweise

ORD-Eintrag
ord-93d05e2704d9444bacf39aef4817661f
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08907098B2

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