JP2017518966A5 - - Google Patents
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- Publication number
- JP2017518966A5 JP2017518966A5 JP2016565175A JP2016565175A JP2017518966A5 JP 2017518966 A5 JP2017518966 A5 JP 2017518966A5 JP 2016565175 A JP2016565175 A JP 2016565175A JP 2016565175 A JP2016565175 A JP 2016565175A JP 2017518966 A5 JP2017518966 A5 JP 2017518966A5
- Authority
- JP
- Japan
- Prior art keywords
- hydrogen
- alkyl
- halogen
- compound
- compound according
- 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
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- UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene-acid Natural products C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims 29
- 229910052739 hydrogen Inorganic materials 0.000 claims 21
- 239000001257 hydrogen Substances 0.000 claims 21
- 238000000034 method Methods 0.000 claims 19
- 150000007523 nucleic acids Chemical class 0.000 claims 18
- 229910052736 halogen Inorganic materials 0.000 claims 17
- 150000002367 halogens Chemical class 0.000 claims 17
- 150000002431 hydrogen Chemical class 0.000 claims 17
- 108020004707 nucleic acids Proteins 0.000 claims 17
- 102000039446 nucleic acids Human genes 0.000 claims 17
- 239000002773 nucleotide Substances 0.000 claims 11
- 125000003729 nucleotide group Chemical group 0.000 claims 11
- 125000000217 alkyl group Chemical group 0.000 claims 7
- 125000004093 cyano group Chemical group *C#N 0.000 claims 6
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims 5
- 125000003545 alkoxy group Chemical group 0.000 claims 5
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical class OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 claims 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 4
- 125000001369 canonical nucleoside group Chemical group 0.000 claims 4
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 4
- 125000000623 heterocyclic group Chemical group 0.000 claims 3
- 125000006574 non-aromatic ring group Chemical group 0.000 claims 3
- 102000040430 polynucleotide Human genes 0.000 claims 3
- 108091033319 polynucleotide Proteins 0.000 claims 3
- 239000002157 polynucleotide Substances 0.000 claims 3
- 125000006239 protecting group Chemical group 0.000 claims 3
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims 2
- ISAKRJDGNUQOIC-UHFFFAOYSA-N Uracil Chemical compound O=C1C=CNC(=O)N1 ISAKRJDGNUQOIC-UHFFFAOYSA-N 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 2
- 150000001298 alcohols Chemical class 0.000 claims 2
- 125000001931 aliphatic group Chemical group 0.000 claims 2
- 150000001409 amidines Chemical class 0.000 claims 2
- 125000002619 bicyclic group Chemical group 0.000 claims 2
- 230000008878 coupling Effects 0.000 claims 2
- 238000010168 coupling process Methods 0.000 claims 2
- 238000005859 coupling reaction Methods 0.000 claims 2
- OPTASPLRGRRNAP-UHFFFAOYSA-N cytosine Chemical compound NC=1C=CNC(=O)N=1 OPTASPLRGRRNAP-UHFFFAOYSA-N 0.000 claims 2
- UYTPUPDQBNUYGX-UHFFFAOYSA-N guanine Chemical compound O=C1NC(N)=NC2=C1N=CN2 UYTPUPDQBNUYGX-UHFFFAOYSA-N 0.000 claims 2
- 125000005842 heteroatom Chemical group 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 239000000178 monomer Substances 0.000 claims 2
- -1 naphthalene alcohol derivatives Chemical class 0.000 claims 2
- 150000002790 naphthalenes Chemical class 0.000 claims 2
- 239000002777 nucleoside Substances 0.000 claims 2
- 150000003833 nucleoside derivatives Chemical class 0.000 claims 2
- 108090000623 proteins and genes Proteins 0.000 claims 2
- 239000007787 solid Substances 0.000 claims 2
- RWQNBRDOKXIBIV-UHFFFAOYSA-N thymine Chemical compound CC1=CNC(=O)NC1=O RWQNBRDOKXIBIV-UHFFFAOYSA-N 0.000 claims 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 2
- YQTCQNIPQMJNTI-UHFFFAOYSA-N 2,2-dimethylpropan-1-one Chemical group CC(C)(C)[C]=O YQTCQNIPQMJNTI-UHFFFAOYSA-N 0.000 claims 1
- 125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 claims 1
- OQLZINXFSUDMHM-UHFFFAOYSA-N Acetamidine Chemical group CC(N)=N OQLZINXFSUDMHM-UHFFFAOYSA-N 0.000 claims 1
- 229930024421 Adenine Natural products 0.000 claims 1
- 229960000643 adenine Drugs 0.000 claims 1
- GFFGJBXGBJISGV-UHFFFAOYSA-N adenyl group Chemical group N1=CN=C2N=CNC2=C1N GFFGJBXGBJISGV-UHFFFAOYSA-N 0.000 claims 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims 1
- 150000003862 amino acid derivatives Chemical class 0.000 claims 1
- 150000001923 cyclic compounds Chemical class 0.000 claims 1
- 125000004122 cyclic group Chemical group 0.000 claims 1
- 229940104302 cytosine Drugs 0.000 claims 1
- 238000012217 deletion Methods 0.000 claims 1
- 230000037430 deletion Effects 0.000 claims 1
- 239000012351 deprotecting agent Substances 0.000 claims 1
- 125000006575 electron-withdrawing group Chemical group 0.000 claims 1
- 125000001188 haloalkyl group Chemical group 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 239000007800 oxidant agent Substances 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- 125000000547 substituted alkyl group Chemical group 0.000 claims 1
- 230000002194 synthesizing effect Effects 0.000 claims 1
- 229940113082 thymine Drugs 0.000 claims 1
- 229940035893 uracil Drugs 0.000 claims 1
- 0 B[C@@](C1)O[C@](C*)C1OP(N1CCCC1)O* Chemical compound B[C@@](C1)O[C@](C*)C1OP(N1CCCC1)O* 0.000 description 2
- PHUCBZZSIVNZOW-WUXMJOGZSA-N C/C(/N(C)C)=N\C(NC1=O)=Nc2c1nc[n]2C Chemical compound C/C(/N(C)C)=N\C(NC1=O)=Nc2c1nc[n]2C PHUCBZZSIVNZOW-WUXMJOGZSA-N 0.000 description 1
- IPJLDBQIVAWKND-XFXZXTDPSA-N C/C(/N1CCCC1)=N/C(C=CN1C)=NC1=O Chemical compound C/C(/N1CCCC1)=N/C(C=CN1C)=NC1=O IPJLDBQIVAWKND-XFXZXTDPSA-N 0.000 description 1
- SKINKCWPEUAMFA-XFXZXTDPSA-N C/C(/N1CCOCC1)=N/C(C=CN1C)=NC1=O Chemical compound C/C(/N1CCOCC1)=N/C(C=CN1C)=NC1=O SKINKCWPEUAMFA-XFXZXTDPSA-N 0.000 description 1
- URAHZAPNLSVCME-SXGWCWSVSA-N C/C(/N1CCOCC1)=N/c1ncnc2c1nc[n]2C Chemical compound C/C(/N1CCOCC1)=N/c1ncnc2c1nc[n]2C URAHZAPNLSVCME-SXGWCWSVSA-N 0.000 description 1
- OATAEFUGTOZSCP-RIYZIHGNSA-N C/C(/N1CCOCC1)=N\C(NC1=O)=Nc2c1nc[n]2C Chemical compound C/C(/N1CCOCC1)=N\C(NC1=O)=Nc2c1nc[n]2C OATAEFUGTOZSCP-RIYZIHGNSA-N 0.000 description 1
- FLIOOPBOSTVTGW-SXGWCWSVSA-N CC(C)[n]1c(ncnc2/N=C(/C)\N(C)C)c2nc1 Chemical compound CC(C)[n]1c(ncnc2/N=C(/C)\N(C)C)c2nc1 FLIOOPBOSTVTGW-SXGWCWSVSA-N 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201461986594P | 2014-04-30 | 2014-04-30 | |
| US61/986,594 | 2014-04-30 | ||
| PCT/US2015/028624 WO2015168461A2 (en) | 2014-04-30 | 2015-04-30 | Phosphorous protecting groups and methods of preparation and use thereof |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2017518966A JP2017518966A (ja) | 2017-07-13 |
| JP2017518966A5 true JP2017518966A5 (enExample) | 2018-06-14 |
| JP6730932B2 JP6730932B2 (ja) | 2020-07-29 |
Family
ID=54354752
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016565175A Active JP6730932B2 (ja) | 2014-04-30 | 2015-04-30 | リン保護基ならびにそれらの調製方法および使用 |
Country Status (6)
| Country | Link |
|---|---|
| US (3) | US10196418B2 (enExample) |
| EP (2) | EP3137478B1 (enExample) |
| JP (1) | JP6730932B2 (enExample) |
| KR (1) | KR102375480B1 (enExample) |
| CN (1) | CN106255697B (enExample) |
| WO (1) | WO2015168461A2 (enExample) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP3137478B1 (en) | 2014-04-30 | 2021-09-22 | Agilent Technologies, Inc. | Phosphorous protecting groups and methods of preparation and use thereof |
| WO2017160741A1 (en) * | 2016-03-13 | 2017-09-21 | Wave Life Sciences Ltd. | Compositions and methods for phosphoramidite and oligonucleotide synthesis |
| JP7296882B2 (ja) | 2016-11-23 | 2023-06-23 | ウェイブ ライフ サイエンシズ リミテッド | ホスホラミダイト及びオリゴヌクレオチド合成のための組成物及び方法 |
| CA3059785A1 (en) | 2017-05-01 | 2018-11-08 | Theravance Biopharma R&D Ip, Llc | Methods of treatment using a jak inhibitor compound |
| WO2020175472A1 (ja) | 2019-02-28 | 2020-09-03 | 富士フイルム株式会社 | ペプチド化合物の製造方法、保護基形成用試薬、及び、縮合多環芳香族炭化水素化合物 |
| WO2020175473A1 (ja) | 2019-02-28 | 2020-09-03 | 富士フイルム株式会社 | ペプチド化合物の製造方法、保護基形成用試薬、及び、芳香族複素環化合物 |
| WO2021039935A1 (ja) * | 2019-08-29 | 2021-03-04 | 富士フイルム株式会社 | 核酸化合物の製造方法、及び、核酸化合物 |
| EP3805242A1 (en) * | 2019-10-07 | 2021-04-14 | Sterna Biologicals GmbH & Co. KG | Method for the production of a catalytically active dna molecule having improved activity and its use in a method of treating asthma |
| CA3223194A1 (en) | 2021-06-25 | 2022-12-29 | Theravance Biopharma R&D Ip, Llc | Imidazolo indazole compounds as jak inhibitors |
| CN113461743B (zh) * | 2021-07-09 | 2023-03-17 | 中国石油大学(华东) | 6-甲硫基乙基嘌呤-2’-脱氧核苷及其制备方法和应用 |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4415732A (en) | 1981-03-27 | 1983-11-15 | University Patents, Inc. | Phosphoramidite compounds and processes |
| JPS6251695A (ja) * | 1985-08-29 | 1987-03-06 | Yuki Gosei Yakuhin Kogyo Kk | ホスホロアミダイト類の合成法 |
| NL8700724A (nl) * | 1987-03-27 | 1988-10-17 | Univ Eindhoven Tech | Poly(deoxyribonucleotiden), farmaceutische samenstellingen, gebruik en bereiding van de poly(deoxyribonucleotiden). |
| US5955591A (en) * | 1993-05-12 | 1999-09-21 | Imbach; Jean-Louis | Phosphotriester oligonucleotides, amidites and method of preparation |
| US5948902A (en) | 1997-11-20 | 1999-09-07 | South Alabama Medical Science Foundation | Antisense oligonucleotides to human serine/threonine protein phosphatase genes |
| US6020475A (en) * | 1998-02-10 | 2000-02-01 | Isis Pharmeuticals, Inc. | Process for the synthesis of oligomeric compounds |
| US6531590B1 (en) * | 1998-04-24 | 2003-03-11 | Isis Pharmaceuticals, Inc. | Processes for the synthesis of oligonucleotide compounds |
| US6274725B1 (en) * | 1998-06-02 | 2001-08-14 | Isis Pharmaceuticals, Inc. | Activators for oligonucleotide synthesis |
| US6222030B1 (en) | 1998-08-03 | 2001-04-24 | Agilent Technologies, Inc. | Solid phase synthesis of oligonucleotides using carbonate protecting groups and alpha-effect nucleophile deprotection |
| US7135565B2 (en) | 2000-07-28 | 2006-11-14 | Agilent Technologies, Inc. | Synthesis of polynucleotides using combined oxidation/deprotection chemistry |
| US20060178507A1 (en) | 2004-12-30 | 2006-08-10 | Berry & Associates, Inc. | Fluorous oligonucleotide reagents and affinity purification of oligonucleotides |
| KR20130022437A (ko) * | 2011-08-22 | 2013-03-07 | 삼성전자주식회사 | 광분해성 화합물을 사용한, 비특이적 증폭의 감소를 위한 신규한 ｐｃｒ 방법 |
| CN104781271B (zh) * | 2012-08-20 | 2018-07-06 | 加利福尼亚大学董事会 | 具有生物可逆的基团的多核苷酸 |
| EP3137478B1 (en) | 2014-04-30 | 2021-09-22 | Agilent Technologies, Inc. | Phosphorous protecting groups and methods of preparation and use thereof |
-
2015
- 2015-04-30 EP EP15786514.8A patent/EP3137478B1/en active Active
- 2015-04-30 JP JP2016565175A patent/JP6730932B2/ja active Active
- 2015-04-30 US US14/701,288 patent/US10196418B2/en active Active
- 2015-04-30 WO PCT/US2015/028624 patent/WO2015168461A2/en not_active Ceased
- 2015-04-30 EP EP21173884.4A patent/EP3943500A1/en active Pending
- 2015-04-30 CN CN201580022581.1A patent/CN106255697B/zh active Active
- 2015-04-30 KR KR1020167033381A patent/KR102375480B1/ko active Active
-
2018
- 2018-10-29 US US16/173,143 patent/US11104699B2/en active Active
-
2021
- 2021-07-19 US US17/379,288 patent/US11584773B2/en active Active
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