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【结 构 式】

【分子编号】54384

【品名】tert-butyl 18,18-dimethyl-3,12,16-trioxo-17-oxa-7,8-dithia-4,11,15-triazanonadec-1-ylcarbamate

【CA登记号】

【 分 子 式 】C20H38N4O6S2

【 分 子 量 】494.67708

【元素组成】C 48.56% H 7.74% N 11.33% O 19.41% S 12.96%

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:(VII)

The reaction of disulfide (I) with sodium azide in DMSO gives the bis azido derivative (II), which is finally reduced with PPh3 in THF/water to afford the target beta-alanine derivative. Alternatively, the condensation of N-(tert-butoxycarbonyl)-beta-alanine (III) with S-acetyl-cysteamine (IV) by means of DCC in ethyl acetate gives the bet-alaninamide (V), which is deacetylated by means of NaOMe in methanol to yield N-[N-(tert-butoxycarbonyl)-beta-alanyl]cysteamine (VI). The dimerization of (VI) by means of I2 in Ac-OH affords the protected cystamine derivative (VII), which is finally deprotected by means of TFA.

1 Oiry, J.; et al.; Synthesis and radioprotective activity of new cysteamine and cystamine derivatives. J Med Chem 1986, 29, 11, 2217.
2 Vogel, K.W.; et al.; Investigating the role of the geminal dimethyl groups of coenzyme A: Synthesis and studies of a didemethyl analogue. Bioorg Med Chem 2000, 8, 10, 2451.
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) 54379 3-chloro-N-[2-({2-[(3-chloropropanoyl)amino]ethyl}disulfanyl)ethyl]propanamide C10H18Cl2N2O2S2 详情 详情
(II) 54380 3-azido-N-[2-({2-[(3-azidopropanoyl)amino]ethyl}disulfanyl)ethyl]propanamide C10H18N8O2S2 详情 详情
(III) 26616 N-(tert-butoxycarbonyl)-beta-alanine 3303-84-2 C8H15NO4 详情 详情
(IV) 54381 S-(2-aminoethyl) ethanethioate C4H9NOS 详情 详情
(V) 54382 S-[2-({3-[(tert-butoxycarbonyl)amino]propanoyl}amino)ethyl] ethanethioate C12H22N2O4S 详情 详情
(VI) 54383 tert-butyl 3-oxo-3-[(2-sulfanylethyl)amino]propylcarbamate C10H20N2O3S 详情 详情
(VII) 54384 tert-butyl 18,18-dimethyl-3,12,16-trioxo-17-oxa-7,8-dithia-4,11,15-triazanonadec-1-ylcarbamate C20H38N4O6S2 详情 详情
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