2-{[(2S)-2-{[(2S)-2-{[(2-{(1R)-1-[(tert-butoxycarbonyl)amino]ethyl}-1,3-thiazol-4-yl)carbonyl]amino}-3-(1H-indol-3-yl)propanoyl]amino}-3-(4-methoxy-1H-indol-3-yl)propanoyl]amino}acetic acid -Drug Synthesis Database

【结构式】

【分子编号】58845

【品名】2-{[(2S)-2-{[(2S)-2-{[(2-{(1R)-1-[(tert-butoxycarbonyl)amino]ethyl}-1,3-thiazol-4-yl)carbonyl]amino}-3-(1H-indol-3-yl)propanoyl]amino}-3-(4-methoxy-1H-indol-3-yl)propanoyl]amino}acetic acid

【CA登记号】

【分子式】C₃₆H₄₁N₇O₈S

【分子量】731.82992

【元素组成】C 59.08% H 5.65% N 13.4% O 17.49% S 4.38%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(XXVIII)

Basic hydrolysis of the precursor tetrapeptide ester (XVIII) provides acid (XXVIII). This is then coupled to the tripeptide ester (XXVII), leading to the linear peptide precursor (XXIX). Sequential hydrolysis in (XXIX) of the ethyl ester group with LiOH and the N-Boc group with trifluoroacetic acid produces aminoacid (XXX).

参考文献中间体

合成目标

【1】 Ley, S.V.; et al.; Total synthesis of the cyclic heptapeptide argyrin B: A new potent inhibitor of T-cell independent antibody formation. Org Lett 2002, 4, 5, 711.

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(XVIII)	58837	methyl 2-{[(2S)-2-{[(2S)-2-{[(2-{(1R)-1-[(tert-butoxycarbonyl)amino]ethyl}-1,3-thiazol-4-yl)carbonyl]amino}-3-(1H-indol-3-yl)propanoyl]amino}-3-(4-methoxy-1H-indol-3-yl)propanoyl]amino}acetate	C₃₇H₄₃N₇O₈S	详情	详情
(XXVII)	58844	ethyl 2-[[(2R)-2-{[(2R)-2-aminobutanoyl]amino}-3-(phenylselanyl)propanoyl](methyl)amino]acetate	C₁₈H₂₇N₃O₄Se	详情	详情
(XXVIII)	58845	2-{[(2S)-2-{[(2S)-2-{[(2-{(1R)-1-[(tert-butoxycarbonyl)amino]ethyl}-1,3-thiazol-4-yl)carbonyl]amino}-3-(1H-indol-3-yl)propanoyl]amino}-3-(4-methoxy-1H-indol-3-yl)propanoyl]amino}acetic acid	C₃₆H₄₁N₇O₈S	详情	详情
(XXIX)	58846	ethyl (3S,6S,12R,15R)-1-(2-{(1R)-1-[(tert-butoxycarbonyl)amino]ethyl}-1,3-thiazol-4-yl)-12-ethyl-3-(1H-indol-3-ylmethyl)-6-[(4-methoxy-1H-indol-3-yl)methyl]-17-methyl-1,4,7,10,13,16-hexaoxo-15-[(phenylselanyl)methyl]-2,5,8,11,14,17-hexaazanonadecan-19-oate	C₅₄H₆₆N₁₀O₁₁SSe	详情	详情
(XXX)	58847	(3S,6S,12R,15R)-1-{2-[(1R)-1-aminoethyl]-1,3-thiazol-4-yl}-12-ethyl-3-(1H-indol-3-ylmethyl)-6-[(4-methoxy-1H-indol-3-yl)methyl]-17-methyl-1,4,7,10,13,16-hexaoxo-15-[(phenylselanyl)methyl]-2,5,8,11,14,17-hexaazanonadecan-19-oic acid	C₄₇H₅₄N₁₀O₉SSe	详情	详情

Extended Information