1-Hydroxybenzotriazole → Boc-Thz-Gly-NH2

HRID 2269653Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2269653
[NH:1](C(OC(C)(C)C)=O)[CH2:2][C:3]([NH2:5])=[O:4].[N:13]1([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:20][S:19][CH2:18][C@H:14]1[C:15]([OH:17])=O.C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C.Cl>ClCCl.C(N(CC)CC)C>[N:13]1([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:20][S:19][CH2:18][C@H:14]1[C:15]([NH:1][CH2:2][C:3]([NH2:5])=[O:4])=[O:17]

Komponenten

7

Edukt 4

HCID 757711-HydroxybenzotriazoleHCID 688405(4R)-3-[(tert-butoxy)carbonyl]-1,3-thiazolidine-4-carboxylic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 109100641,1-Dimethylethyl N-(2-amino-2-oxoethyl)carbamate

Produkt 1

HCID 130288245Boc-Thz-Gly-NH2Ausbeute 65 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

Deprotection of 500 mg of Boc-Gly-NH2 was performed similarly to that in Example 28 (Process 3), and the obtained product was dissolved in dichloromethane, and 0.39 ml of tri-ethylamine, 0.67 g of Boc-Thz-OH, 0.47 g of HOBt and 0.64 g of EDC hydrochloride were added under ice cooling and the mixture was stirred overnight at room temperature. The reaction mixture was treated similarly to that in Example 139 (Process 2) to give 0.54 g of the title compound as oil.

Aufarbeitung

  1. additionThe reaction mixture was treated similarly to that in Example 139 (Process 2)

Quellen und Nachweise

ORD-Eintrag
ord-ac67db8da1bf49a8aa164b93080aa93f
Quelldatensatz
uspto-grants-2001_12
Patentnummer
US06329502B1

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