CGP-40774, JBT-3002, JENACT, -Drug Synthesis Database

【结构式】

【药物名称】CGP-40774, JBT-3002, JENACT

【化学名称】14(R)-(Dodecanoyloxy)-4,9,17-trioxo-10(R)-(pentadecanamido)-7(S)-[N-(2-sulfoethyl)carbamoyl]-16-oxa-12-thia-3,8-diazaoctacosane-1-sulfonic acid disodium salt
　　　　　　S-[2(R),3-Bis(dodecanoyloxy)propyl]-N-(hexadecanoyl)-L-cysteinyl--L-glutamamic acid N1,N5-bis(2-sulfoethyl)amide disodium salt

【CA登记号】150496-14-3, 150575-90-9 (free acid)

【分子式】C₅₅H₁₀₂N₄Na₂O₁₄S₃

【分子量】1185.61619

【开发单位】Novartis (Originator)

【药理作用】IMMUNOMODULATING AGENTS, Immunostimulants

合成路线1

The condensation of N-(benzyloxycarbonyl)-L-glutamic acid bis(2,4,6-trichlorophenyl) ester (I) with taurine (II) in the presence of NaOH provided diamide (III). After deprotection of the benzyloxycarbonyl group of (III) by hydrogenolysis over Pd/C, the resulting amine (IV) was coupled with N-palmitoyl-S-(2,3-dilauroyloxypropyl)cysteine (V) using N,N'-dicyclohexylcarbodiimide and N-hydroxynorbornan-2,3-dicarboximide (A) to furnish the title compound.

参考文献中间体

【1】 Baschang, G.; Hartmann, A. (Novartis AG); Aminosulphonic acid derivs. and process for their preparation. EP 0548024; JP 1993255239; US 5342977 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(A)	34832	4-hydroxy-4-azatricyclo[5.2.1.0(2,6)]decane-3,5-dione		C₉H₁₁NO₃	详情	详情
(I)	34827	bis(2,4,6-trichlorophenyl) (2S)-2-[[(benzyloxy)carbonyl]amino]pentanedioate		C₂₅H₁₇Cl₆NO₆	详情	详情
(II)	34828	2-amino-1-ethanesulfonic acid	107-35-7	C₂H₇NO₃S	详情	详情
(III)	34829	disodium 2-([(2S)-2-[[(benzyloxy)carbonyl]amino]-5-oxo-5-[(2-sulfonatoethyl)amino]pentanoyl]amino)-1-ethanesulfonate		C₁₇H₂₃N₃Na₂O₁₀S₂	详情	详情
(IV)	34830	disodium 2-([(2S)-2-amino-5-oxo-5-[(2-sulfonatoethyl)amino]pentanoyl]amino)-1-ethanesulfonate		C₉H₁₇N₃Na₂O₈S₂	详情	详情
(V)	34831	(2R)-3-[[(2R)-2,3-bis(dodecanoyloxy)propyl]sulfanyl]-2-(palmitoylamino)propionic acid		C₄₆H₈₇NO₇S	详情	详情

Extended Information