39746-00-4
39746-00-4 结构式
基本信息
科里内酯
苯甲酸拉坦内酯
5-(BENZOYLOXY) HEXAHYDRO-4-(HYDROXYMETHYL)-2H-CYCLOPENTA[B]FURAN-2-ONE (3AA,4A,5BETA,6AA)
(-)-6-BETA-HYDROXYMETHYL-7-ALPHA-BENZOYLOXY-CIS-2-OXABICYCLO[3.3.0]OCTAN-3-ONE
(-)-COREY LACTONE BENZOATE
COREY'S LACTONE
(-)-5-(benzoyloxy)hexahydro-4-(hydroxyme)-2H-cycl
[3aR-(3aalpha,4alpha,5beta,6aalpha)]-hexahydro-4-(hydroxymethyl)-2-oxo-2H-cyclopenta[b]furan-5-yl benzoate
5-(Benzoyloxy)hexahydro-4-(hydroxymethyl)-2H-cyclopenta[b]furan-2-one(3aα,4α,5β,6aα)
(-)-5-(BENZOYLOXY)HEXAHYDRO-4-(HYDROXYME)-2H-CYCLOPENTA(B)FURAN-2-ONE, 97%
5-(BENZOYLOXY) HEXAHYDRO-4-(HYDROXYMETHYL)-2H-CYCLOPENTA[B]FURAN-2-ONE
BENZOYL COREY LACTONE
(-)-COREY LACTONE BENZOATE 99%
(-)-Corey lactone benzoate
(-)-COREY LACTONE BENZOATE: (3AR,4S,5R,6AS)-(-)-5-(BENZOYLOXY)-HEXAHYDRO-4(-HYDROXYMETHYL)-2H-CYCLOPENTA[B]FURAN-2-ONE
(-)-6-BETA-HYDROXYMETHYL-7-ALPHA-BENZOYLOXY-CIS-2-OXABICYCLO[3.3.0]OCTAN-3-ONE(COREY''S LACTONE)
(1R)-2β-(Hydroxymethyl)-3α-(benzoyloxy)-5α-hydroxycyclopentane-1α-acetic acid 1,5-lactone
(1S,5R,6S,7R)-7-Benzoyloxy-6-hydroxymethyl-2-oxabicyclo[3.3.0]octan-3-one
(3aβ,6aβ)-4β-(Hydroxymethyl)-5α-(benzoyloxy)hexahydro-2H-cyclopenta[b]furan-2-one
物理化学性质
制备方法
39746-01-5
39746-00-4
在0℃(冰浴)下,向硼氢化钠(650 mg,17.1 mmol)的甲醇(20 mL)悬浮液中缓慢加入(3aR,4R,5R,6aS)-5-(苯甲酰氧基)六氢-2H-环戊并[b]呋喃-2-酮-4-甲醛(1)(购自Cayman Chemical Company,Ann Arbor,MI)(3.5 g,12.8 mmol)的1:1甲醇:二氯甲烷溶液(40 mL)。反应25分钟后,小心加入饱和柠檬酸水溶液(60 mL)淬灭反应。用乙酸乙酯(3 × 40 mL)萃取混合物,合并有机层后依次用水(2 × 80 mL)和饱和食盐水(2 × 80 mL)洗涤。有机层经无水硫酸镁干燥,过滤后减压浓缩,得到目标化合物2(2.43 g,收率69%)。
参考文献:
[1] Patent: US6353000, 2002, B1. Location in patent: Page column 10
[2] Journal of Pharmacology and Experimental Therapeutics, 1999, vol. 290, # 3, p. 1278 - 1284
[3] Patent: US6353014, 2002, B1. Location in patent: Page column 18
常见问题列表
苯甲酰科里内酯(CoreyLactoneBenzoate)是合成前列腺素类药物重要中间体,其分子式为C15H16O5,化学名为5-(苯甲酰氧基)六氢-4-(羟基甲基)-2H-环戊并[b]呋喃-2-酮,通常包括(±)苯甲酰科里内酯、(-)苯甲酰科里内酯和(+)苯甲酰科里内酯。
前列腺素是一类重要的内源性生理活性物质,是多种生理过程的重要介质,具有较高的药理活性,临床上前列腺素类药物主要是通过人工合成而来。
