1-Hydroxybenzotriazole → Boc-Thz-Gly-NH2

HRID 2269653노트

반응식

HRID 2269653 반응식
[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]

참가 물질

7

반응물 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

생성물 1

HCID 130288245Boc-Thz-Gly-NH2수율 65%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8471Triethylamine용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-ac67db8da1bf49a8aa164b93080aa93f
출처 데이터셋
uspto-grants-2001_12
특허 번호
US06329502B1

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