KR940701398A - 치환된 실릴 알콜 - Google Patents
치환된 실릴 알콜Info
- Publication number
- KR940701398A KR940701398A KR1019930703771A KR930703771A KR940701398A KR 940701398 A KR940701398 A KR 940701398A KR 1019930703771 A KR1019930703771 A KR 1019930703771A KR 930703771 A KR930703771 A KR 930703771A KR 940701398 A KR940701398 A KR 940701398A
- Authority
- KR
- South Korea
- Prior art keywords
- compound
- substituted
- silyl
- bulky
- aryl
- Prior art date
Links
- -1 silyl alcohols Chemical class 0.000 title claims abstract 6
- 150000001875 compounds Chemical class 0.000 claims 12
- 125000000217 alkyl group Chemical group 0.000 claims 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 6
- 125000003710 aryl alkyl group Chemical group 0.000 claims 4
- 125000003118 aryl group Chemical group 0.000 claims 4
- 125000003107 substituted aryl group Chemical group 0.000 claims 4
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 2
- 125000001624 naphthyl group Chemical group 0.000 claims 2
- 125000005244 neohexyl group Chemical group [H]C([H])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 claims 2
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 claims 2
- 125000003538 pentan-3-yl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 claims 2
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 claims 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 2
- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 2
- JLCPHMBAVCMARE-UHFFFAOYSA-N [3-[[3-[[3-[[3-[[3-[[3-[[3-[[3-[[3-[[3-[[3-[[5-(2-amino-6-oxo-1H-purin-9-yl)-3-[[3-[[3-[[3-[[3-[[3-[[5-(2-amino-6-oxo-1H-purin-9-yl)-3-[[5-(2-amino-6-oxo-1H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(4-amino-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(4-amino-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(4-amino-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(4-amino-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(4-amino-2-oxopyrimidin-1-yl)oxolan-2-yl]methyl [5-(6-aminopurin-9-yl)-2-(hydroxymethyl)oxolan-3-yl] hydrogen phosphate Polymers Cc1cn(C2CC(OP(O)(=O)OCC3OC(CC3OP(O)(=O)OCC3OC(CC3O)n3cnc4c3nc(N)[nH]c4=O)n3cnc4c3nc(N)[nH]c4=O)C(COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3CO)n3cnc4c(N)ncnc34)n3ccc(N)nc3=O)n3cnc4c(N)ncnc34)n3ccc(N)nc3=O)n3ccc(N)nc3=O)n3ccc(N)nc3=O)n3cnc4c(N)ncnc34)n3cnc4c(N)ncnc34)n3cc(C)c(=O)[nH]c3=O)n3cc(C)c(=O)[nH]c3=O)n3ccc(N)nc3=O)n3cc(C)c(=O)[nH]c3=O)n3cnc4c3nc(N)[nH]c4=O)n3cnc4c(N)ncnc34)n3cnc4c(N)ncnc34)n3cnc4c(N)ncnc34)n3cnc4c(N)ncnc34)O2)c(=O)[nH]c1=O JLCPHMBAVCMARE-UHFFFAOYSA-N 0.000 abstract description 3
- 230000002950 deficient Effects 0.000 abstract description 2
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 abstract 4
- 230000000865 phosphorylative effect Effects 0.000 abstract 2
- 125000001424 substituent group Chemical group 0.000 abstract 2
- QYPYKPPPQJELMC-UHFFFAOYSA-N 2-silylethanol Chemical class OCC[SiH3] QYPYKPPPQJELMC-UHFFFAOYSA-N 0.000 abstract 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- 108091034117 Oligonucleotide Proteins 0.000 abstract 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 abstract 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 abstract 1
- 150000001298 alcohols Chemical class 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 229910052710 silicon Inorganic materials 0.000 abstract 1
- 239000010703 silicon Substances 0.000 abstract 1
- 230000002194 synthesizing effect Effects 0.000 abstract 1
- 125000002348 vinylic group Chemical group 0.000 abstract 1
- 238000000926 separation method Methods 0.000 description 2
- XPBBUZJBQWWFFJ-UHFFFAOYSA-N fluorosilane Chemical compound [SiH3]F XPBBUZJBQWWFFJ-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
- C07H1/02—Phosphorylation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/0803—Compounds with Si-C or Si-Si linkages
- C07F7/081—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/22—Amides of acids of phosphorus
- C07F9/24—Esteramides
- C07F9/2404—Esteramides the ester moiety containing a substituent or a structure which is considered as characteristic
- C07F9/2408—Esteramides the ester moiety containing a substituent or a structure which is considered as characteristic of hydroxyalkyl compounds
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Engineering & Computer Science (AREA)
- Biotechnology (AREA)
- Genetics & Genomics (AREA)
- Saccharide Compounds (AREA)
Abstract
탄소에 부착된 실릴 그룹 및 규소에 결합된 벌키(bulky) 치환체를 포함하는 신규한 실릴 알콜은 바람직한 2-실릴-에탄-1-올을 포함한다. 실릴 치환된 알콜을 합성하는 방법은 비닐계 에스테르, 특히 비닐 아세테이트를 하이드로실레이션한 다음, 약염기에서 가수분해함을 포함한다. 실릴 알콜은 올리고뉴클레오타이드를 포스포릴화하기 위한 포스포릴화제를 제조하는 경우 유용하다. 실릴 그룹을 포함하는 포스포릴화된 중간체는, 예를 들어 플루오라이드 이온에 의해 제거되는 실릴 보호 그룹상 벌키 치환체에 근거하여 불량 생성물로 부터 분리될 수 있다.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
제1도는 불량 생성물(8.4분의 피이크 1)로부터 포스포릴화된 올리고뉴클레오타이드(15.5분의 피이크 4)의 분리를 보여주는 크로마토그램이다.
제2도는 기타 생성물(예를 들어, 실릴플루오라이드)로 부터의 탈보호되고 포스포릴화된 올리고뉴클레오타이드(8.4분의 피이크 1)의 분리를 보여주는 크로마토그램이다.
Claims (12)
- 하기 일반식의 알콜계 화합물.상기식에서, R1, R2및 R3은 아릴, 치환된 아릴 및 치환되거나 비치환된 입체적으로 벌키(bulky)한 알킬로 이루어진 그룹으로 부터 독립적으로 선택되고, n은 2 내지 약 20의 정수이다.
- 제1항에 있어서, R1, R2및 R3이 독립적으로 아릴 또는 치환된 아릴인 화합물.
- 제2항에 있어서, R1, R2및 R3이 각각 페닐인 화합물.
- 제1항에 있어서, R1, R2및 R3이 벌키 알킬, 치환된 벌키 알킬, 벌키 아르알킬 또는 치환된 벌키 아르알킬로 이루어진 그룹으로부터 독립적으로 선택되는 화합물.
- 제1항에 있어서, R1, R2및 R3이 페닐, 치환된 페닐, 나프틸, 트리페닐메틸, t-부틸, 네오펜틸, 네오헥실, 사이클로헥실, 3-펜틸 및 3-에틸-3-펜틸로 이루어진 그룹으로 부터 독립적으로 선택되는 화합물.
- 제1항에 있어서, n이 2인 화합물.
- 하기 일반식의 에스테르 화합물.상기식에서, R1, R2및 R3은 아릴, 치환된 아릴 및 치환되거나 비치환된 입체적으로 벌키한 알킬로 이루어진 그룹으로부터 독립적으로 선택되고, R4는 저급 알킬이고, n은 2 내지 약 20의 정수이다.
- 제7항에 있어서, R1, R2및 R3이 독립적으로 아릴 또는 치환된 아릴인 화합물.
- 제8항에 있어서, R1, R2및 R3이 각각 페닐인 화합물.
- 제7항에 있어서, R1, R2및 R3이 벌키 알킬, 치환된 벌키 알킬, 벌키 아르알킬 및 치환된 벌키 아르알킬로 이루어진 그룹으로부터 독립적으로 선택되는 화합물.
- 제7항에 있어서, R1, R2및 R3이 페닐, 치환된 페닐, 나프틸, 트리페닐메틸, t-부틸, 네오펜틸, 네오헥실, 사이클로헥실, 3-펜틸 및 3-에틸-3-펜틸로 이루어진 그룹으로 부터 독립적으로 선택되는 화합물.
- 제11항에 있어서, n이 2인 화합물.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US07/712,302 | 1991-06-07 | ||
| US07/712,302 US5159095A (en) | 1991-06-07 | 1991-06-07 | Substituted silyl alcohols |
| PCT/US1992/004723 WO1992022557A1 (en) | 1991-06-07 | 1992-06-05 | Substituted silyl alcohols |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR940701398A true KR940701398A (ko) | 1994-05-28 |
Family
ID=24861562
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019930703771A KR940701398A (ko) | 1991-06-07 | 1992-06-05 | 치환된 실릴 알콜 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US5159095A (ko) |
| EP (1) | EP0591302A1 (ko) |
| JP (1) | JPH06508150A (ko) |
| KR (1) | KR940701398A (ko) |
| AU (1) | AU654249B2 (ko) |
| CA (1) | CA2107910A1 (ko) |
| WO (1) | WO1992022557A1 (ko) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5371262A (en) * | 1993-03-10 | 1994-12-06 | Gelest, Inc. | Hydroxymethyltrialkoxysilanes and methods of making and using the same |
| DE4320920C1 (de) * | 1993-06-24 | 1994-06-16 | Goldschmidt Ag Th | Silane mit hydrophilen Gruppen, deren Herstellung und Verwendung als Tenside in wäßrigen Medien |
| US6294664B1 (en) | 1993-07-29 | 2001-09-25 | Isis Pharmaceuticals, Inc. | Synthesis of oligonucleotides |
| US5571902A (en) * | 1993-07-29 | 1996-11-05 | Isis Pharmaceuticals, Inc. | Synthesis of oligonucleotides |
| US5614621A (en) * | 1993-07-29 | 1997-03-25 | Isis Pharmaceuticals, Inc. | Process for preparing oligonucleotides using silyl-containing diamino phosphorous reagents |
| US6001982A (en) | 1993-07-29 | 1999-12-14 | Isis Pharmaceuticals, Inc. | Synthesis of oligonucleotides |
| DE4330059C1 (de) * | 1993-09-06 | 1994-10-20 | Goldschmidt Ag Th | Silane mit hydrophilen Gruppen, deren Herstellung und Verwendung als Tenside in wäßrigen Medien |
| SE9601016L (sv) * | 1996-03-18 | 1997-09-19 | Perstorp Ab | Fosforyleringsförfarande |
| WO2007120014A1 (en) * | 2006-04-19 | 2007-10-25 | Industry-Academic Cooperation Foundation, Yonsei University | Surface modified organic·inorganic hybrid glass, protecting group induced alcohol or its derivative and producing method thereof |
| KR100935157B1 (ko) | 2006-04-19 | 2010-01-06 | 연세대학교 산학협력단 | 표면이 개질된 유기ㆍ무기 하이브리드 글래스 및 유기ㆍ무기 하이브리드 글래스의 표면개질방법 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1393113A (en) * | 1971-05-03 | 1975-05-07 | Natural Rubber Producers | Organic silicon compounds |
| US3943157A (en) * | 1971-07-26 | 1976-03-09 | Zoecon Corporation | Synthesis of codling moth attractant |
| US4180682A (en) * | 1975-01-27 | 1979-12-25 | Hoffmann-La Roche Inc. | Unsaturated alcohols having an ether protected group |
| US4191842A (en) * | 1975-01-27 | 1980-03-04 | Hoffmann-La Roche Inc. | Protected alcohols |
| DE2706490A1 (de) * | 1976-02-20 | 1977-08-25 | Ciba Geigy Ag | Neue carbonsaeureester |
| US4310465A (en) * | 1977-05-17 | 1982-01-12 | Hoffmann-La Roche Inc. | Synthesis of vitamin E and quinone intermediates |
| CA1341025C (en) * | 1987-05-08 | 2000-06-13 | Daniel Schirlin | Substituted silyl alkylene amines |
| JP2869650B2 (ja) * | 1987-05-15 | 1999-03-10 | チッソ株式会社 | 光学活性化合物およびその製造方法 |
-
1991
- 1991-06-07 US US07/712,302 patent/US5159095A/en not_active Expired - Fee Related
-
1992
- 1992-06-05 KR KR1019930703771A patent/KR940701398A/ko not_active Application Discontinuation
- 1992-06-05 CA CA002107910A patent/CA2107910A1/en not_active Abandoned
- 1992-06-05 WO PCT/US1992/004723 patent/WO1992022557A1/en not_active Application Discontinuation
- 1992-06-05 AU AU21801/92A patent/AU654249B2/en not_active Expired - Fee Related
- 1992-06-05 JP JP5500938A patent/JPH06508150A/ja active Pending
- 1992-06-05 EP EP92912815A patent/EP0591302A1/en not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| CA2107910A1 (en) | 1992-12-08 |
| AU654249B2 (en) | 1994-10-27 |
| EP0591302A1 (en) | 1994-04-13 |
| US5159095A (en) | 1992-10-27 |
| EP0591302A4 (ko) | 1994-08-03 |
| AU2180192A (en) | 1993-01-12 |
| WO1992022557A1 (en) | 1992-12-23 |
| JPH06508150A (ja) | 1994-09-14 |
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