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Hydrochloric Acid → Gly-L-Leu-L-Met-NH2

HRID 2418582
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HRID 2418582 반응식
[NH:1](C(OC(C)(C)C)=O)[CH2:2][C:3]([NH:5][C@H:6]([C:11]([NH:13][C@H:14]([C:19]([NH2:21])=[O:20])[CH2:15][CH2:16][S:17][CH3:18])=[O:12])[CH2:7][CH:8]([CH3:10])[CH3:9])=[O:4].Cl>C(O)(=O)C>[NH2:1][CH2:2][C:3]([NH:5][C@H:6]([C:11]([NH:13][C@H:14]([C:19]([NH2:21])=[O:20])[CH2:15][CH2:16][S:17][CH3:18])=[O:12])[CH2:7][CH:8]([CH3:10])[CH3:9])=[O:4]
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참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 15602549BocGly-Leu-MetNH2

생성물 1

HCID 7021411Gly-L-Leu-L-Met-NH2수율 77%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

Condensation of BocGlyOPFP (7.2 g.) and HLeu-MetNH2 hydrochloride salt (Example 1, 10.2 g.) by the actived ester method gave BocGly-Leu-MetNH2 in 73% yield. De-t-butoxycarbonylation of BocGly-Leu-MetNH2 (9.38 g.) using hydrogen chloride in acetic acid gave HGly-Leu-MetNH2 in 77% yield. Condensation of BocD, LBpaOH (1.6 g.) and H-Gly-Leu-MetNH2 (2.13 g.) by the mixed anhydride method using diphenylphosphinyl chloride gave BocD,LBpa-Gly-Leu-MetNH2, de-t-butoxycarbonylation of which (1.1 g.) using hydrogen chloride in acetic acid gave HD, LBpa-Gly-Leu-MetNH2 in 30% overall yield.

출처 및 근거

ORD 기록
ord-7a0033d8bd1445479afcfcaa3b20b7fe
출처 데이터셋
uspto-grants-1984_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04472305

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