JP2016538335A5 - - Google Patents
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- Publication number
- JP2016538335A5 JP2016538335A5 JP2016549636A JP2016549636A JP2016538335A5 JP 2016538335 A5 JP2016538335 A5 JP 2016538335A5 JP 2016549636 A JP2016549636 A JP 2016549636A JP 2016549636 A JP2016549636 A JP 2016549636A JP 2016538335 A5 JP2016538335 A5 JP 2016538335A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- nitroso
- compound
- carbon
- substrate
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 238000000034 method Methods 0.000 claims 16
- 239000000758 substrate Substances 0.000 claims 9
- 239000011203 carbon fibre reinforced carbon Substances 0.000 claims 6
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical group [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims 5
- CREMABGTGYGIQB-UHFFFAOYSA-N carbon carbon Chemical compound C.C CREMABGTGYGIQB-UHFFFAOYSA-N 0.000 claims 5
- 239000003054 catalyst Substances 0.000 claims 5
- 150000001875 compounds Chemical class 0.000 claims 5
- JSNRRGGBADWTMC-UHFFFAOYSA-N (6E)-7,11-dimethyl-3-methylene-1,6,10-dodecatriene Chemical compound CC(C)=CCCC(C)=CCCC(=C)C=C JSNRRGGBADWTMC-UHFFFAOYSA-N 0.000 claims 4
- UAHWPYUMFXYFJY-UHFFFAOYSA-N beta-myrcene Chemical compound CC(C)=CCCC(=C)C=C UAHWPYUMFXYFJY-UHFFFAOYSA-N 0.000 claims 4
- 150000001336 alkenes Chemical class 0.000 claims 3
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 3
- 239000007791 liquid phase Substances 0.000 claims 3
- CXENHBSYCFFKJS-UHFFFAOYSA-N (3E,6E)-3,7,11-Trimethyl-1,3,6,10-dodecatetraene Natural products CC(C)=CCCC(C)=CCC=C(C)C=C CXENHBSYCFFKJS-UHFFFAOYSA-N 0.000 claims 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical group CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims 2
- ZRKWMRDKSOPRRS-UHFFFAOYSA-N N-Methyl-N-nitrosourea Chemical compound O=NN(C)C(N)=O ZRKWMRDKSOPRRS-UHFFFAOYSA-N 0.000 claims 2
- 125000002777 acetyl group Chemical class [H]C([H])([H])C(*)=O 0.000 claims 2
- 150000001298 alcohols Chemical class 0.000 claims 2
- 150000001299 aldehydes Chemical class 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 125000001118 alkylidene group Chemical group 0.000 claims 2
- VYBREYKSZAROCT-UHFFFAOYSA-N alpha-myrcene Natural products CC(=C)CCCC(=C)C=C VYBREYKSZAROCT-UHFFFAOYSA-N 0.000 claims 2
- 125000003118 aryl group Chemical group 0.000 claims 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 2
- 150000002148 esters Chemical class 0.000 claims 2
- 229930009668 farnesene Natural products 0.000 claims 2
- 125000005842 heteroatom Chemical group 0.000 claims 2
- 150000002466 imines Chemical class 0.000 claims 2
- 150000002576 ketones Chemical class 0.000 claims 2
- 150000007823 ocimene derivatives Chemical class 0.000 claims 2
- 229910052763 palladium Inorganic materials 0.000 claims 2
- XJPBRODHZKDRCB-UHFFFAOYSA-N trans-alpha-ocimene Natural products CC(=C)CCC=C(C)C=C XJPBRODHZKDRCB-UHFFFAOYSA-N 0.000 claims 2
- XNBIGSLWTGHKNE-UHFFFAOYSA-N 1-(3-cyclopropylphenyl)propan-1-amine Chemical compound CCC(N)C1=CC=CC(C2CC2)=C1 XNBIGSLWTGHKNE-UHFFFAOYSA-N 0.000 claims 1
- VCLUDDGVKMLGQM-UHFFFAOYSA-N 1-(4-cyclopropylphenyl)propan-1-amine Chemical compound C1=CC(C(N)CC)=CC=C1C1CC1 VCLUDDGVKMLGQM-UHFFFAOYSA-N 0.000 claims 1
- YXHKONLOYHBTNS-UHFFFAOYSA-N Diazomethane Chemical compound C=[N+]=[N-] YXHKONLOYHBTNS-UHFFFAOYSA-N 0.000 claims 1
- FFKZOUIEAHOBHW-UHFFFAOYSA-N N,4-dimethyl-N-nitrosobenzenesulfonamide Chemical compound O=NN(C)S(=O)(=O)C1=CC=C(C)C=C1 FFKZOUIEAHOBHW-UHFFFAOYSA-N 0.000 claims 1
- 150000004008 N-nitroso compounds Chemical class 0.000 claims 1
- 101150003085 Pdcl gene Proteins 0.000 claims 1
- 239000008346 aqueous phase Substances 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 1
- 238000011065 in-situ storage Methods 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- BUFWFGAUZTUMMV-UHFFFAOYSA-N n-methyl-n-(2-methyl-4-oxopentan-2-yl)nitrous amide Chemical compound O=NN(C)C(C)(C)CC(C)=O BUFWFGAUZTUMMV-UHFFFAOYSA-N 0.000 claims 1
- JKDRQYIYVJVOPF-FDGPNNRMSA-L palladium(ii) acetylacetonate Chemical compound [Pd+2].C\C([O-])=C\C(C)=O.C\C([O-])=C\C(C)=O JKDRQYIYVJVOPF-FDGPNNRMSA-L 0.000 claims 1
- 238000007363 ring formation reaction Methods 0.000 claims 1
- 238000000926 separation method Methods 0.000 claims 1
- 239000007787 solid Substances 0.000 claims 1
- 238000003786 synthesis reaction Methods 0.000 claims 1
- 150000003505 terpenes Chemical class 0.000 claims 1
- YBOCTGACBMJPDP-UHFFFAOYSA-N tert-butyl n-nitrosocarbamate Chemical compound CC(C)(C)OC(=O)NN=O YBOCTGACBMJPDP-UHFFFAOYSA-N 0.000 claims 1
- 229910052723 transition metal Inorganic materials 0.000 claims 1
- 150000003624 transition metals Chemical class 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1318886.7 | 2013-10-25 | ||
| GBGB1318886.7A GB201318886D0 (en) | 2013-10-25 | 2013-10-25 | Improvements i or relating to organic compounds |
| PCT/EP2014/072882 WO2015059290A1 (en) | 2013-10-25 | 2014-10-24 | Improvements in or relating to organic compounds |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2016538335A JP2016538335A (ja) | 2016-12-08 |
| JP2016538335A5 true JP2016538335A5 (enExample) | 2017-11-30 |
| JP6585605B2 JP6585605B2 (ja) | 2019-10-02 |
Family
ID=49767164
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016549636A Active JP6585605B2 (ja) | 2013-10-25 | 2014-10-24 | 有機化合物における、またはそれに関する改善 |
Country Status (10)
| Country | Link |
|---|---|
| US (2) | US9718741B2 (enExample) |
| EP (1) | EP3060535B1 (enExample) |
| JP (1) | JP6585605B2 (enExample) |
| CN (1) | CN105658604B (enExample) |
| ES (1) | ES2822673T3 (enExample) |
| GB (1) | GB201318886D0 (enExample) |
| IL (1) | IL244929B (enExample) |
| MX (1) | MX381408B (enExample) |
| SG (1) | SG11201602725UA (enExample) |
| WO (1) | WO2015059290A1 (enExample) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB201507170D0 (en) | 2015-04-24 | 2015-06-10 | Givaudan Sa | Process |
| GB201507207D0 (en) | 2015-04-24 | 2015-06-10 | Givaudan Sa | Enzymes and applications thereof |
| GB201516396D0 (en) | 2015-09-16 | 2015-10-28 | Givaudan Sa | Improvements in or relating to organic compounds |
| GB201618090D0 (en) | 2016-10-26 | 2016-12-07 | Givaudan Sa | Product |
| GB201720211D0 (en) * | 2017-12-05 | 2018-01-17 | Givaudan Sa | Improvements in or relating to organic compounds |
| CN108484347B (zh) * | 2018-04-28 | 2021-02-05 | 江苏八巨药业有限公司 | 一种末端异戊二烯类化合物环丙烷化的制备方法 |
| GB201810514D0 (en) | 2018-06-27 | 2018-08-15 | Givaudan Sa | Improvements in or relating to organic compounds |
| JP7441863B2 (ja) * | 2019-07-02 | 2024-03-01 | アシムケム ラボラトリーズ (ティエンジン) カンパニー リミテッド | シクロプロパン系化合物の連続合成方法及び装置 |
| CN110577484A (zh) * | 2019-07-02 | 2019-12-17 | 凯莱英医药集团(天津)股份有限公司 | 环丙烷类化合物连续合成的方法及装置 |
| CN111574411A (zh) * | 2020-04-24 | 2020-08-25 | 常州齐晖药业有限公司 | 一种地克珠利杂质b的制备方法 |
| CN111517991A (zh) * | 2020-04-24 | 2020-08-11 | 常州齐晖药业有限公司 | 一种地克珠利杂质a的制备方法 |
| CN113480404A (zh) * | 2021-06-30 | 2021-10-08 | 中昊(大连)化工研究设计院有限公司 | 一种环丙基溴合成的新方法 |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4650881A (en) | 1985-04-01 | 1987-03-17 | Iowa State University Research Foundation, Inc. | Synthesis of isocoumarins via thallation-olefination of arenes |
| JPS62129240A (ja) * | 1985-11-29 | 1987-06-11 | Tokyo Tanabe Co Ltd | 4′−シクロプロピルフエノン誘導体 |
| DE4327748B4 (de) * | 1993-08-18 | 2006-07-20 | Merck Patent Gmbh | Cyclopropyl- und Cyclobutyl-Derivate |
| JP3385264B2 (ja) * | 1995-04-11 | 2003-03-10 | 三井化学株式会社 | 置換チオフェン誘導体およびこれを有効成分とする農園芸用殺菌剤 |
| ATE201016T1 (de) * | 1995-06-09 | 2001-05-15 | Hoffmann La Roche | Pyrimidindion-, pyrimidintrion-, triazindion- derivate als alpha-1-adrenergische rezeptorantagonisten |
| US5854405A (en) * | 1997-11-13 | 1998-12-29 | Aerojet-General Corporation | Continuous process for diazomethane from an n-methyl-n-nitrosoamine and from methylurea through n-methyl-n-nitrosourea |
| FR2801051B1 (fr) * | 1999-11-17 | 2001-12-14 | Adir | Nouveaux composes aminopyrroline, leur procede de preparation et les compositions pharmaceutiques qui les contiennent |
| CN1921847B (zh) * | 2004-02-24 | 2010-06-16 | 三共株式会社 | 氨基醇化合物 |
| NZ568488A (en) * | 2005-12-22 | 2011-07-29 | High Point Pharmaceuticals Llc | Phenoxy acetic acids as PPAR delta activators |
| WO2010131147A1 (en) | 2009-05-12 | 2010-11-18 | Pfizer Limited | Cyclobutenedione derivatives |
| WO2012059485A2 (en) * | 2010-11-01 | 2012-05-10 | Dsm Ip Assets B.V. | Continuous production and reaction of a diazo compound |
| US8722916B2 (en) * | 2010-12-01 | 2014-05-13 | Rigel Pharmaceuticals, Inc. | Cyclopropyl MIDA boronate |
| JP2014088326A (ja) * | 2011-02-22 | 2014-05-15 | Astellas Pharma Inc | ポリペプチド化合物 |
| US20120226041A1 (en) * | 2011-03-04 | 2012-09-06 | The Board Of Trustees Of The University Of Illinois | Catalysts and boronate esters |
| EP2755962B1 (en) * | 2011-09-13 | 2017-03-01 | Glaxosmithkline LLC | Azaindazoles |
-
2013
- 2013-10-25 GB GBGB1318886.7A patent/GB201318886D0/en not_active Ceased
-
2014
- 2014-10-24 MX MX2016005053A patent/MX381408B/es unknown
- 2014-10-24 EP EP14787207.1A patent/EP3060535B1/en active Active
- 2014-10-24 CN CN201480058480.5A patent/CN105658604B/zh active Active
- 2014-10-24 ES ES14787207T patent/ES2822673T3/es active Active
- 2014-10-24 SG SG11201602725UA patent/SG11201602725UA/en unknown
- 2014-10-24 WO PCT/EP2014/072882 patent/WO2015059290A1/en not_active Ceased
- 2014-10-24 JP JP2016549636A patent/JP6585605B2/ja active Active
- 2014-10-24 US US15/031,158 patent/US9718741B2/en active Active
-
2016
- 2016-04-05 IL IL244929A patent/IL244929B/en active IP Right Grant
-
2017
- 2017-06-22 US US15/630,060 patent/US20170283342A1/en not_active Abandoned
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