CAS: 161753-49-7; 12-Oxocalanolide A

上下游产品

5-Hydroxy-6-((2R,3R)-3-hydroxy-2-methyl-butyryl)-2,2-dimethyl-10-propyl-2H-pyrano[2,3-f]chromen-8-one -10-propyl-2H,8H-benzodipyran-8-one5-Hydroxy-2,2-dimethyl-6-(E)-2-methylbut-2-enoyl-10-propyl-2H,8H-benzo1,2-b:3,4-b'dipyran-8-one 3,3-dimethyl acrylaldehyde f]chromene-2,10-dione5-hydroxy-8,9-dimethyl-4-propyl-8,9-dihydro-pyrano[2,3-f]chromene-2,10-dione 86HI-D86 (10S,11S)-10,11-dihydro-4-propyl-6,6,10,11-tetramethyl-2H,6H,12H-benzo[1,2-b;3,4-b';5,6-b'']tripyran-2,12-dione (+)-calanolide A 7,8-dihydro-(-)-calanolide B

专利信息

专利号:US-6777562-B1
优先权日:2003-02-19
标 题:Preparation of a trans-calanolide ketone intermediate and chiral separation of calanolide alcohols to give racemic calanolide A
发明人：DAUGS EDWARD D
权利人:DOW GLOBAL TECHNOLOGIES INC
摘要:The method of the invention comprises a process for synthesizing a trans-calanolide A ketone intermediate used in the synthesis of racemic trans-calanolide A. The invention further comprises a method for removing a racemic calanolide B diastereomer from a mixture of calanolide A and calanolide B diastereomers formed in the last step of the synthesis of calanolide A by crystallization.

专利号:US-6420571-B2
优先权日:1999-04-26
标 题:Methods for preparing antiviral calanolide compounds
发明人：XU ZE-QI; YUAN HONGWEI; CRABB JENNIFER; SAMY RAGHU; LI AILING; CAO HUA
权利人:SARAWAK MEDICHEM PHARMACEUTICALS INC
摘要:The present invention relates to methods for preparing 2,2-dimethyl-5-acyloxy -10-propyl-2H,8H-benzo[1,2-b:3,4-b']dipyran-8-one (5) and 2,2-dimethyl-5-hydroxy-10 -propyl-2H,8H-benzo[1,2-b:3,4-b']dipyran-8-one (6) and their use as intermediates for the synthesis of antiviral calanolide compounds. For example, Fries rearrangement on compound 5 or Friedel-Crafts reaction on 6, yields intermediate 2,2-dimethyl-5-hydroxy -6-propionyl-10-propyl-2H,8H-benzo[1,2-b:3,4-b']dipyran-8-one (4), which, in turn, can be converted to (+)-calanolide A and (-)-calanolide B. The coupling of compound 6 with the appropriate chiral molecule under Mitsunobu or nucleophilic displacement leads to the asymmetric synthesis of antiviral calanolide compounds.

专利号:US-2004106808-A1
优先权日:2000-12-22
标题:Processes for preparing calanolide a and intermediates thereof
发明人：TERASHIMA SHIRO; KOYAKUMARU KENICHI
摘要:The present invention provides a production method of Calanolide A according to the following method n n n wherein each symbol is as defined in the specification, as a more convenient and industrially practical method for the synthesis of Calanolide A from an easily available starting material.