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【结 构 式】

【分子编号】45260

【品名】methyl (6S,12S,15S,18S,21S,24R,27S,30S,33S,36S)-36-[(1R,2R,4E)-1-hydroxy-2-methyl-4-hexenyl]-12,18,27,30-tetraisobutyl-6,15,33-triisopropyl-2,2,8,11,17,21,24,26,29,32,35-undecamethyl-4,7,10,13,16,19,22,25,28,31,34-undecaoxo-3-oxa-5,8,11,14,17,20,23,

【CA登记号】

【 分 子 式 】C69H125N11O15

【 分 子 量 】1348.81664

【元素组成】C 61.44% H 9.34% N 11.42% O 17.79%

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:(IX)

Reaction of the labeled chiral bromoacetylbornanesultam (I) with benzophenone imine (II) and DIEA in hot acetonitrile gives the imine (III), which is enantioselectively alkylated with isopropyl iodide and n-BuLi yielding the L-valine derivative (IV). Treatment of (IV) with HCl in THF in order to eliminate the diphenylmethylene group affords compound (V) with a free amino group that by protection with Boc2O in THF provides the L-valine derivative (VI). The hydrolysis of (VI) with LiOH in THF/water affords labeled N-(tert-butoxycarbonyl)-L-valine (VII), which is condensed with the decapeptide (VIII) by means of BOP and NMM in dichloromethane providing the linear undecapeptide (IX).

1 Metz, Y.; Kohler, B.; Burtscher, P.; Voges, R.; Wenger, R.; Synthesis of [S-[1-C-14]Val(7)]VALSPODAR application of (+)/(-)-[C-13,14(N)]BABS and (+)/(-)-[C-13,14(N)]DPMGBS, part 4. J Label Compd Radiopharm 2000, 43, 3, 205.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
19369 2-iodopropane 75-30-9 C3H7I 详情 详情
(I) 41048 (1R)-4-(2-bromoacetyl)-10,10-dimethyl-3lambda(6)-thiatricyclo[5.2.1.0(1,5)]decane-3,3-dione C13H19BrO3S 详情 详情
(I) 45254 (1R)-4-(2-bromoacetyl)-10,10-dimethyl-3lambda(6)-thiatricyclo[5.2.1.0(1,5)]decane-3,3-dione C13H19BrO3S 详情 详情
(II) 32024 diphenylmethanimine 1013-88-3 C13H11N 详情 详情
(III) 41049 (1R)-4-[2-[(dibenzylene)amino]acetyl]-10,10-dimethyl-3lambda(6)-thiatricyclo[5.2.1.0(1,5)]decane-3,3-dione C26H29NO3S 详情 详情
(III) 45255 (1R)-4-[2-[(dibenzylene)amino]acetyl]-10,10-dimethyl-3lambda(6)-thiatricyclo[5.2.1.0(1,5)]decane-3,3-dione C26H29NO3S 详情 详情
(IV) 41050 (1R)-4-[(2S)-2-[(dibenzylene)amino]-3-methylbutanoyl]-10,10-dimethyl-3lambda(6)-thiatricyclo[5.2.1.0(1,5)]decane-3,3-dione C29H35NO3S 详情 详情
(IV) 45256 (1R)-4-[(2S)-2-[(dibenzylene)amino]-3-methylbutanoyl]-10,10-dimethyl-3lambda(6)-thiatricyclo[5.2.1.0(1,5)]decane-3,3-dione C29H35NO3S 详情 详情
(V) 41051 (1R)-4-[(2S)-2-amino-3-methylbutanoyl]-10,10-dimethyl-3lambda(6)-thiatricyclo[5.2.1.0(1,5)]decane-3,3-dione C16H27NO3S 详情 详情
(V) 45257 (1R)-4-[(2S)-2-amino-3-methylbutanoyl]-10,10-dimethyl-3lambda(6)-thiatricyclo[5.2.1.0(1,5)]decane-3,3-dione C16H27NO3S 详情 详情
(VI) 41052 tert-butyl (1S)-1-[[(1R)-10,10-dimethyl-3,3-dioxo-3lambda(6)-thiatricyclo[5.2.1.0(1,5)]dec-4-yl]carbonyl]-2-methylpropylcarbamate C21H35NO5S 详情 详情
(VI) 45258 tert-butyl (1S)-1-[[(1R)-10,10-dimethyl-3,3-dioxo-3lambda(6)-thiatricyclo[5.2.1.0(1,5)]dec-4-yl]carbonyl]-2-methylpropylcarbamate C21H35NO5S 详情 详情
(VII) 19733 (2S)-2-[(tert-butoxycarbonyl)amino]-3-methylbutyric acid C10H19NO4 详情 详情
(VII) 45259 (2S)-2-[(tert-butoxycarbonyl)amino]-3-methylbutyric acid C10H19NO4 详情 详情
(VIII) 41053   C59H108N10O12 详情 详情
(IX) 41054   C69H125N11O15 详情 详情
(IX) 45260 methyl (6S,12S,15S,18S,21S,24R,27S,30S,33S,36S)-36-[(1R,2R,4E)-1-hydroxy-2-methyl-4-hexenyl]-12,18,27,30-tetraisobutyl-6,15,33-triisopropyl-2,2,8,11,17,21,24,26,29,32,35-undecamethyl-4,7,10,13,16,19,22,25,28,31,34-undecaoxo-3-oxa-5,8,11,14,17,20,23, C69H125N11O15 详情 详情
Extended Information