利托那韦_化合物基本信息_供应商

利托那韦

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CAS号	155213-67-5
中文别名	N-[(2S,3S,5R)-3-羟基-5-[[(2S)-3-甲基-2-[[甲基-[(2-异丙基-1,3-噻唑-4-基)甲基]氨基甲酰]氨基]丁酰]氨基]-1,6-二苯基-己-2-基]氨基甲酸 5-噻唑基甲基酯
英文别名	1,3-thiazol-5-ylmethyl n-[(2s,3s,5r)-3-hydroxy-5-[[(2s)-3-methyl-2-[[methyl-[(2-propan-2-yl-1,3-thiazol-4-yl)methyl]carbamoyl]amino]butanoyl]amino]-1,6-diphenyl-hexan-2-yl]carbamate
分子量	467.58046
分子式	C₂₅H₂₉N₃O₄S
EINECS编号

综合信息查看供应

利托那韦物理化学性质

熔点：120-122°C

利托那韦产品用途

用途一：用作抗病毒药
用途二：抗病毒药。拟肽的Hiv_1蛋白酶抑制剂，用于治疗艾滋病。

利托那韦制备方法

化合物(Ⅰ)溶于二氯甲烷，在-15℃和氮气保护下加入化合物(Ⅱ)和三乙胺的二氯甲烷溶液，搅拌2h，得到的混合液中含化合物(Ⅲ)，直接用于下步反应。
往上述反应液中缓慢加入三乙胺，在-15～-13℃，将得到的混合液加到三光气的二氯甲烷溶液中，反应1.5h。缓慢加入化合物(Ⅳ)的二氯甲烷溶液，反应1h。加入水，分出有机层，用10%柠檬酸水溶液洗，浓缩。剩余物用硅胶提纯，得化合物(V)，以化合物(I)计的收率为38%。
化合物(V)溶于乙酸，在钯催化下氢化。过滤，减压浓缩。剩余物溶于水，用氢氧化钠调至Ph=8。用二氯甲烷萃取，萃取液用水洗后，减压浓缩，得到化合物(Ⅵ)，直接用于下步反应。
将化合物(Ⅶ)溶于乙酸乙酯，加入碳酸氢钠水溶液，反应后分层。将分出的有机层加到化合物(Ⅵ)的乙酸乙酯溶液，在60℃反应12h。浓缩，加入氨水，搅拌1h。分出有机层，分别用10%碳酸钾和氯化钠水溶液洗。减压浓缩，剩余物用硅胶提纯，得瑞托那韦，以化合物(V)计的收率为27%。

安全术语

S37/39 Wear suitable gloves and eye/face protection
戴适当的手套和护目镜或面具。

S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
不慎与眼睛接触后，请立即用大量清水冲洗并征求医生意见。

风险术语

R36/38 Irritating to eyes and skin.
刺激眼睛和皮肤。

上游原料

2-bromo-1,1-dimethyl-2-oxoethyl acetate; alpha-Acetoxy-isobutyryl bromidebenzyl N-[(1S)-1-benzyl-2-hydroxyethyl]carbamatebenzyl N-[(1S)-1-benzyl-2-oxoethyl]carbamatebenzyl (1S,2R,3R,4S)-1-benzyl-4-[[(benzyloxy)carbonyl]amino]-2,3-dihydroxy-5-phenylpentylcarbamate(1R,2R,3S)-3-[[(benzyloxy)carbonyl]amino]-1-((1S)-1-[[(benzyloxy)carbonyl]amino]-2-phenylethyl)-2-bromo-4-phenylbutyl acetatebenzyl (1S)-1-[(2R,3R)-3-((1S)-1-[[(benzyloxy)carbonyl]amino]-2-phenylethyl)oxiranyl]-2-phenylethylcarbamatebenzyl (1S,2S,4S)-1-benzyl-4-[[(benzyloxy)carbonyl]amino]-2-hydroxy-5-phenylpentylcarbamate(2S,3S,5S)-2,5-diamino-1,6-diphenyl-3-hexanolPhenylboronic acid；Benzeneboronic acid;Phenylboron dihydroxide(1S)-1-[(4S,6S)-4-benzyl-2-phenyl-1,3,2-oxazaborinan-6-yl]-2-phenylethylamine; (1S)-1-[(4S,6S)-4-benzyl-2-phenyl-1,3,2-oxazaborinan-6-yl]-2-phenyl-1-ethanamine4-nitrophenyl 1,3-thiazol-5-ylmethyl carbonate1,3-thiazol-5-ylmethyl N-[(1S,2S,4S)-4-amino-1-benzyl-2-hydroxy-5-phenylpentyl]carbamate(2S)-2-([[[(2-isopropyl-1,3-thiazol-4-yl)methyl](methyl)amino]carbonyl]amino)-3-methylbutyric acid4-nitrophenyl 1,3-thiazol-5-ylmethyl carbonateFormamideThioformamideethyl 2-chloro-3-oxopropanoateethyl chloroacetate; ethyl 2-chloroacetateethyl formateethyl 1,3-thiazole-5-carboxylate1,3-thiazol-5-ylmethanol;5-thiazolylmethanol;Thiazole-5-methanol4-Nitrophenyl chloroformate; 1-[(Chlorocarbonyl)oxy]-4-nitrobenzene(2S)-2-([[[(2-isopropyl-1,3-thiazol-4-yl)methyl](methyl)amino]carbonyl]amino)-3-methylbutyric acid4-Nitrophenyl chloroformate; 1-[(Chlorocarbonyl)oxy]-4-nitrobenzeneIsobutyramide; 2-methylpropanamide2-methylpropanethioamide4-(chloromethyl)-2-isopropyl-1,3-thiazole(2-isopropyl-1,3-thiazol-4-yl)-N-methylmethanamine; N-[(2-isopropyl-1,3-thiazol-4-yl)methyl]-N-methylaminemethyl (2S)-3-methyl-2-[[(4-nitrophenoxy)carbonyl]amino]butanoatemethyl (2S)-2-([[[(2-isopropyl-1,3-thiazol-4-yl)methyl](methyl)amino]carbonyl]amino)-3-methylbutanoatemethyl (2S)-2-amino-3-methylbutanoate1,3-dichloroacetone(S)-(-)-Phenylalanine; L-Phenylalanine(2S,3S,5S)-2,5-diamino-1,6-diphenyl-3-hexanolbenzyl (2S)-2-(dibenzylamino)-3-phenylpropanoate(2S,4E)-5-amino-2-(dibenzylamino)-1,6-diphenyl-4-hexen-3-one(2S,3S,5S)-5-amino-2-(dibenzylamino)-1,6-diphenyl-3-hexanol2-phenylacetaldehydemethyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoate[(dimethoxyphosphoryl)methyl]lithiumdimethyl (3S)-3-[(tert-butoxycarbonyl)amino]-2-oxo-4-phenylbutylphosphonatetert-butyl (1S,3E)-1-benzyl-2-oxo-5-phenyl-3-pentenylcarbamatetert-butyl (1S,2S,3E)-1-benzyl-2-hydroxy-5-phenyl-3-pentenylcarbamatetert-butyl (1S,2R,3E)-1-benzyl-2-hydroxy-5-phenyl-3-pentenylcarbamatetert-butyl (1S,2S)-1-benzyl-2-[(2R,3S)-3-benzyloxiranyl]-2-hydroxyethylcarbamatetert-butyl (1S,2R,4R)-1-benzyl-2,4-dihydroxy-5-phenylpentylcarbamate(1R,3R)-1-[(1S)-1-[(3,3-dimethylbutanoyl)amino]-2-phenylethyl]-3-[(methylsulfonyl)oxy]-4-phenylbutyl methanesulfonate(1R)-1-benzyl-2-[(4S,5S)-4-benzyl-2-oxo-1,3-oxazolidin-5-yl]ethyl methanesulfonate(4S,5S)-5-[(2S)-2-azido-3-phenylpropyl]-4-benzyl-1,3-oxazolidin-2-onetert-butyl (1S,2S,4S)-4-azido-1-benzyl-2-hydroxy-5-phenylpentylcarbamatetert-butyl (1S,2S,4S)-4-amino-1-benzyl-2-hydroxy-5-phenylpentylcarbamate