2-thienyl-N-(2-thienylmethyl)methanamine; N,N-bis(2-thienylmethyl)amine -Drug Synthesis Database

【结构式】

【分子编号】38466

【品名】2-thienyl-N-(2-thienylmethyl)methanamine; N,N-bis(2-thienylmethyl)amine

【CA登记号】

【分子式】C₁₀H₁₁NS₂

【分子量】209.33608

【元素组成】C 57.38% H 5.3% N 6.69% S 30.64%

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：(III)

Reductive condensation of 2-thienylmethylamine (I) with 2-thiophenecarboxaldehyde (II) in the presence of NaBH(OAc)3 provided bis(2-thienylmethyl)amine (III), which was coupled with N-Boc-2-aminohexanoic acid (IV) by means of EDC and HOBt, yielding amide (V). Acid deprotection of the Boc group of (V) then gave amine (VI).

参考文献中间体

合成目标

【1】 Scott, I.L.; et al.; Novel N,N-disubstituted amides that are highly potent VLA-4 antagonists. 219th ACS Natl Meet (March 26 2000, San Francisco) 2000, Abst MEDI 284.
【2】 Raju, B.G.; Scott, I.L.; Biediger, R.J.; Market, R.V.; Grabbe, V.O.; Kassir, J.M.; Kogan, T.P.; Lin, S. (Texas Biotechnology Corp.); N,N-Disubstd. amides that inhibit the binding of integrins to their receptors. US 6096773; WO 9952493; WO 9952898 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(I)	33238	2-thienylmethylamine; 2-thienylmethanamine	27757-85-3	C₅H₇NS	详情	详情
(II)	30732	2-thiophenecarbaldehyde; Thiophene-2-carboxaldehyde	98-03-3	C₅H₄OS	详情	详情
(III)	38466	2-thienyl-N-(2-thienylmethyl)methanamine; N,N-bis(2-thienylmethyl)amine		C₁₀H₁₁NS₂	详情	详情
(IV)	20398	(2S)-2-[(tert-butoxycarbonyl)amino]hexanoic acid		C₁₁H₂₁NO₄	详情	详情
(V)	38467	tert-butyl (1S)-1-[[bis(2-thienylmethyl)amino]carbonyl]pentylcarbamate		C₂₁H₃₀N₂O₃S₂	详情	详情
(VI)	38468	(2S)-2-amino-N,N-bis(2-thienylmethyl)hexanamide		C₁₆H₂₂N₂OS₂	详情	详情

Extended Information