90776-59-3
90776-59-3 結(jié)構(gòu)式
基本信息
1b-甲基碳青霉烯雙環(huán)母核 (MAP)
美羅培南主環(huán)
雜氮雙環(huán)磷酸酯
美羅培南中間體Ⅰ
1b-甲基碳青霉烯雙環(huán)母核(MAP)
比阿培南等培南類主環(huán)
1Β-甲基碳青霉烯雙環(huán)母核
1-氮雜雙環(huán)[3.2.0]庚-2-烯-2-羧酸,3-[(二苯氧基氧膦基
1B-甲基碳青霉烯雙環(huán)母核
美羅培南雙環(huán)母核
1-氮雜雙環(huán)[3.2.0]庚-2-烯-2-羧酸,3-[(二苯氧基氧膦基)氧]-6-[(1R)-1-羥乙基]-4-甲基-7-氧代,(4-硝基苯基)甲酯,(4R,5R,6S)-
4-NITROBENZYL (1R,5R,6S)-6-[(1R)-1-HYDROXYETHYL]-2-[(DIPHENYLPHOSPHONO)OXY]-1-METHYLCARBAPEN-2-EM-3-CARBOXYLATE
4-NITROBENZYL-(1R,5R,6S)-6-[(1R)-1-HYDROXYETHYL]-2-[(DIPHENYLPHOSPHONO)OXY]-1-METHYLCARBAPEN-2-EM-3-CARBOXYLIC ACID
(4r,5s,6s)-3-(diphenyloxy)phosphoryloxy-6-[(1r)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3,2,0]hept-2-ene-2-carboxylate
beta-Methyl vinyl phosphate (MAP)
p-nitrobenzyl (1r,5r,6s)-6-[(1r)-1-hydroxyethyl]-2-
P-NITROBENZYL (1R,5R,6S)-6-[(1R)-1-HYDROXYETHYL]-2-[(DIPHENYLPHOSPHONO)OXY]-1-METHYLCARBAPEN-2-EM-3-CARBOXYLATE
P-NITROBENZYL (1R,5R,6S)-6-[(1R)-HYDROXY ETHYL]-2-[(DIPHENYLPHOSPHONO)OXY]-1-METHYL CARBAPEN-2EM-3-CARBOXYLATE
PNB(4R,5S,6S)-3-(diphenyl-oxy)phosphoryloxy-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3,2,0]hept-2-ene-2-carboxylate
β-METHYL VINYL PHOSPHATE(MAP)
1B-methyl vinyl phosphate
1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylicacid,3-[(diphenoxyphosphinyl)oxy]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-,(4-nitrophenyl)methyl ester,(4R,5R,6S)-
MVP
MAP Or MVP
P-Nitrobenzyl (1r,5r,6s)-6-[(1r)-1-Hydroxyethyl]-2-[(Diphenylphosphono)Oxy]-1-Methylcarbapen-2-Em-3-Carboxylate
3-(DIPHENOXY-PHOSPHORYLOXY)-6-(1-HYDROXY-ETHYL)-4-METHYL-7-OXO-1-AZA-BICYCLO[3.2.0]HEPT-2-ENE-2-CARBOXYLIC ACID 4-NITRO-BENZYL ESTER
BETA-METHYL VINYL PHOSPHATE
1B-MethylVinylPhosphate(MapOrMvp)(ForMeropenem)
4-Nitrobenzyl-(1R,5R,6S)-6-[(1R)-1-hydroxyethyl]-2-[(diphenylphosphono)oxy]-1-methylcarbapen-2-em-3-ca
4-Nitrobenzyl-(1R,5R,6S)-6-[(1R)-1-hydroxyethyl]-2-[(diphenylphosphono)oxy]-1-methylcarbapen-2-em-3-carboxylic acid
物理化學(xué)性質(zhì)
制備方法
104873-15-6
2524-64-3
![1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, 3-[(diphenoxyphosphinyl)oxy]-6-(1-hydroxyethyl)-4-methyl-7-oxo-, (4-nitrophenyl)methyl ester](/CAS/20200611/GIF/93711-81-0.gif)
93711-81-0
以4-β-甲基氮雜雙環(huán)酮酯（X）和氯磷酸二苯酯為原料合成化合物（CAS: 93711-81-0）的一般步驟：將4-β-甲基氮雜雙環(huán)酮酯（X）的溶液置于冰浴中冷卻至-10至-15℃，在氮?dú)獗Ｗo(hù)下，依次加入二異丙基乙胺（14.57 g，0.113 mol）和氯磷酸二苯酯（27.54 g，0.102 mol）。保持反應(yīng)混合物在相同溫度下攪拌5小時(shí)，直至通過(guò)TLC檢測(cè)確認(rèn)化合物（X）完全消失。反應(yīng)結(jié)束后，反應(yīng)混合物中析出大量白色晶體，隨后向混合物中加入石油醚（300 mL）和3.5%的磷酸二氫鈉水溶液（300 mL），攪拌洗滌晶體。經(jīng)過(guò)濾后，濾餅依次用石油醚（100 mL）和水（500 mL）洗滌，干燥后得到目標(biāo)產(chǎn)物PNB（4R，5S，6S）-3-（二苯氧基）磷酰氧基-6-[（1R）-1-羥乙基]-4-甲基-7-氧代-1-氮雜雙環(huán)[3.2.0]庚-2-烯-2-羧酸酯（XI）（49.3 g，收率：81%；純度：98%）。產(chǎn)物的物理化學(xué)性質(zhì)如下：[α]D25 = +40~+44°（c = 0.5，甲醇）；熔點(diǎn)：125-126℃；IR（KBr）νmax cm-1：1780，1745，1605；1H NMR（CDCl3）δ：1.24（3H，d），1.35（3H，d），2.38（1H，d，J = 3.2 Hz），3.35（1H，dd），3.52（1H，m），4.26（1H，dd），4.30（1H，m），5.24-5.41（2H，ABq），7.29（10H，m），7.58和8.18（2H，d）。
參考文獻(xiàn)：
[1] Patent: WO2007/104219, 2007, A1. Location in patent: Page/Page column 15
[2] Journal of Organic Chemistry, 1992, vol. 57, # 15, p. 4243 - 4249
[3] Journal of Antibiotics, 1998, vol. 51, # 8, p. 757 - 770
[4] Patent: WO2007/31858, 2007, A2. Location in patent: Page/Page column 13
[5] Patent: EP2014666, 2009, A1. Location in patent: Page/Page column 10