　 -Drug Synthesis Database

【结构式】

【分子编号】42851

【品名】　

【CA登记号】

【分子式】C₁₁₈H₁₈₈BrN₂₃O₂₅S₄

【分子量】2537.09874

【元素组成】C 55.86% H 7.47% Br 3.15% N 12.7% O 15.77% S 5.06%

与该中间体有关的原料药合成路线共 2 条

合成路线1 合成路线2

合成路线1

该中间体在本合成路线中的序号：(XIV)

Further coupling and deprotection cycles incorporating peptoid N-Fmoc-N-benzylglycine (X), and twice peptoid (VIII), yielded the peptoid-resins (XI) and (XII), respectively. Bromoacetic acid (XIII) was subsequently coupled to resin (XII) to afford the bromoacetamido peptoid-resin (XIV).

参考文献中间体

合成目标

【1】 Hamy, F.; et al.; An inhibitor of the Tat/TAR RNA interaction that effectively suppresses HIV-1 replication. Proceedings of the National Academy of Sciences of the United States of America 1997, 94, 8, 3548.
【2】 Felder, E.; Hamy, F.; Heizmann, G.; Klimkait, T.; Lazdins, J.K. (Novartis AG); Antiviral peptoid cpds.. EP 0832110; WO 9640759 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(VIII)	42845	2-([(9H-fluoren-9-ylmethoxy)carbonyl][3-[(imino[[(2,2,5,7,8-pentamethyl-3,4,4a,8a-tetrahydro-2H-chromen-6-yl)sulfonyl]amino]methyl)amino]propyl]amino)acetic acid		C₃₅H₄₄N₄O₇S	详情	详情
(IX)	42846	tert-butyl (5R,8R)-5-[([(1R)-1-[[(2R)-2-(aminocarbonyl)pyrrolidinyl]carbonyl]-4-[(imino[[(2,2,5,7,8-pentamethyl-3,4,4a,8a-tetrahydro-2H-chromen-6-yl)sulfonyl]amino]methyl)amino]butyl]amino)carbonyl]-8-[4-[(tert-butoxycarbonyl)amino]butyl]-17-imino-7		C₆₇H₁₁₄N₁₄O₁₅S₂	详情	详情
(X)	42848	2-[benzyl[(9H-fluoren-9-ylmethoxy)carbonyl]amino]acetic acid		C₂₄H₂₁NO₄	详情	详情
(XI)	42849	tert-butyl (5R,8R)-5-[([(1R)-1-[[(2R)-2-(aminocarbonyl)pyrrolidinyl]carbonyl]-4-[(imino[[(2,2,5,7,8-pentamethyl-3,4,4a,8a-tetrahydro-2H-chromen-6-yl)sulfonyl]amino]methyl)amino]butyl]amino)carbonyl]-12-[2-(benzylamino)acetyl]-8-[4-[(tert-butoxycarbo		C₇₆H₁₂₃N₁₅O₁₆S₂	详情	详情
(XII)	42850			C₁₁₆H₁₈₇N₂₃O₂₄S₄	详情	详情
(XIII)	23660	2-Bromoacetic acid	79-08-3	C₂H₃BrO₂	详情	详情
(XIV)	42851			C₁₁₈H₁₈₈BrN₂₃O₂₅S₄	详情	详情

合成路线2

该中间体在本合成路线中的序号：(XIV)

Displacement of the bromine of (XIV) with N-Boc-1,6-diaminohexane (XV) produced resin (XVI). Finally, the side-chain protecting groups of (XVI) were cleaved and the desired peptoid was liberated from the resin by treatment with trifluoroacetic acid.

参考文献中间体

合成目标

【1】 Hamy, F.; et al.; An inhibitor of the Tat/TAR RNA interaction that effectively suppresses HIV-1 replication. Proceedings of the National Academy of Sciences of the United States of America 1997, 94, 8, 3548.
【2】 Felder, E.; Hamy, F.; Heizmann, G.; Klimkait, T.; Lazdins, J.K. (Novartis AG); Antiviral peptoid cpds.. EP 0832110; WO 9640759 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(XIV)	42851			C₁₁₈H₁₈₈BrN₂₃O₂₅S₄	详情	详情
(XV)	31638	tert-butyl 6-aminohexylcarbamate	51857-17-1	C₁₁H₂₄N₂O₂	详情	详情
(XVI)	42852	tert-butyl (23R,26R)-26-[([(1R)-1-[[(2R)-2-(aminocarbonyl)pyrrolidinyl]carbonyl]-4-[(imino[[(2,2,5,7,8-pentamethyl-3,4,4a,8a-tetrahydro-2H-chromen-6-yl)sulfonyl]amino]methyl)amino]butyl]amino)carbonyl]-16-benzyl-23-[4-[(tert-butoxycarbonyl)amino]but		C₁₂₉H₂₁₁N₂₅O₂₇S₄	详情	详情

Extended Information