(2S,3S)-2-((tert-Butoxycarbonyl)amino)-3-phenylbutanoic acid → (R)-tert-Butoxycarbonylamino-[4-((R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-phenyl]-acetic acid

HRID 1433788

Reaktionsgleichung

Reaktionsgleichung von HRID 1433788
C(O[C@H](C)[C@H](NC(OCC1C2C=CC=CC=2C2C1=CC=CC=2)=O)C(O)=O)C1C=CC=CC=1.N[C@H](C1C=CC(OC[C@H](O)CO)=CC=1)C(N[C@@H]([C@H](C1C=CC=CC=1)C)C(NC1C=CC(I)=CC=1Cl)=O)=O.C(OC(N[C@@H]([C@H](C1C=CC=CC=1)C)C(O)=O)=O)(C)(C)C.[C:90]([O:94][C:95]([NH:97][C@H:98]([C:102]1[CH:107]=[CH:106][C:105]([O:108][CH2:109][C@H:110]2[CH2:114][O:113][C:112]([CH3:116])([CH3:115])[O:111]2)=[CH:104][CH:103]=1)[C:99]([OH:101])=[O:100])=[O:96])([CH3:93])([CH3:92])[CH3:91]>>[C:90]([O:94][C:95]([NH:97][C@H:98]([C:102]1[CH:107]=[CH:106][C:105]([O:108][CH2:109][C@@H:110]2[CH2:114][O:113][C:112]([CH3:116])([CH3:115])[O:111]2)=[CH:104][CH:103]=1)[C:99]([OH:101])=[O:100])=[O:96])([CH3:93])([CH3:91])[CH3:92]

Komponenten

5

Edukt 4

HCID 7021178(2S,3S)-2-((tert-Butoxycarbonyl)amino)-3-phenylbutanoic acidHCID 16213170(2S,3R)-3-(benzyloxy)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)butanoic acidHCID 67001404(R)-tert-Butoxycarbonylamino-[4-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-phenyl]-acetic acidHCID 69006543(2S,3S)-2-{(R)-2-amino-2-[4-((R)-2,3-dihydroxy-propoxy)-phenyl]-acetylamino}-N-(2-chloro-4-iodo-phenyl)-3-phenyl-butyramide

Produkt 1

HCID 67001504(R)-tert-Butoxycarbonylamino-[4-((R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-phenyl]-acetic acid

Versuchsvorschrift

Prepared by the same method as described in example 3 except that (i) 2-chloro-4-iodoaniline was used in place of 4-bromo-2-chloroaniline in step 1, (ii) (S)-2-tert-butoxycarbonylamino-3-methyl-butyric acid was used in place (2S,3S)-2-tert-butoxycarbonylamino-3-phenyl-butyric acid in step 1, and (iii) (R)-tert-butoxycarbonylamino-[4-((R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-phenyl]-acetic acid was used in place of (R)-tert-butoxycarbonylamino-[4-(2-tert-butoxy-ethoxy)-phenyl]-acetic acid in step 2. (R)-tert-Butoxycarbonylamino-[4-((R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-phenyl]-acetic acid was prepared and used as described in example 116.

Aufarbeitung

  1. customPrepared by the same method

Quellen und Nachweise

ORD-Eintrag
ord-19c0f4e0bab24ed6a8d61f0603cdfe36
Quelldatensatz
uspto-grants-2009_11
Patentnummer
US07612212B2

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