CAS: 866594-60-7; (3As,4S,6Ar)-4-Methoxytetrahydrofuro[3,4-B]Furan-2(3H)-One

该化合物是一个人工的热循环化合物,其外生素结构有引信的呋喃结构,在4号位置有甲氧替代物.它的立体配置(3aS,4S,4S,6aR)确保高抗生素,使其成为不对称合成和制药应用中有价值的中间体. 化合物的硬性双环形框架和富氧功能组增强了其在建设复杂分子结构方面的效用,特别是在生物活性分子的开发方面. 它在标准条件下的稳定性和明确界定的再活动特征有利于精确的修改,支持其在精细化学和药用化学研究中的使用. 甲氧基组进一步提供了选择性衍生的处理,扩大了其合成多用途.

英文名称(3As,4S,6Ar)-4-Methoxytetrahydrofuro[3,4-B]Furan-2(3H)-One
中文名称(3aS,4S,6aR)-4-甲氧基四氢呋喃并[3,4-b]呋喃-2(3H)-酮
IUPAC名称(3aS,4S,6aR)-4-methoxytetrahydrofuro[3,4-b]furan-2(3H)-one
其它别名(3As,4S,6Ar)-四氢-4-甲氧基-呋喃并[3,4-B]呋喃-2(3H)-酮; Furo[3,4-B]Furan-2(3H)-One, Tetrahydro-4-Methox
CAS编号866594-60-7
MFCD编号:MFCD10698799
EINECS号:692-063-1
FDA UNII编号:6NB4CR3MFF
分子式:C7H10O4
分子量:158.15
产品CID: 1869710
产品分类有机原料→分子砌块→脂肪杂环类化合物→四氢呋喃类化合物

相似结构搜索
InChIKey: LQEIOPTZKCKTPQ-VPLCAKHXSA-N
InChI=1S/C7H10O4/c1-9-7-4-2-6(8)11-5(4)3-10-7/h4-5,7H,2-3H2,1H3/t4-,5-,7-/m0/s1…
计算化学: 氢键受体数4.0氢键供体数0可旋转键数1

相似化合物

501921-30-8 62158-33-2 62210-98-4

MSDS等安全信息

GHS符号GHS07
危险类别水生慢性毒性类别3
警示词Warning
危险描述H412 |对水生生物有害并具有长期持续影响.
防范说明P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

欧盟法规

C&L通报

上下游产品

CAS号156928-09-5 (3R,3AS,6AR)-六氢...

合成工艺路线路线简述

104321-62-2 = 866594-60-7
反应条件:1.1 Reagents: Nitromethane,1,8-Diazabicyclo[5.4.0]Undec-7-Ene Solvents: Methanol; 0.6 H,10 - 21 °C; 18 H,20 °C1.2 Reagents: Sodium Methoxide Solvents: Methanol; 35 Min,0 °C; 30 Min,0 °C1.3 Reagents: Sulfuric Acid Solvents: Methanol; 3 H,0 - 5 °C; 2 H,0 - 2 °C1.4 Reagents: Potassium Bicarbonate Solvents: Water; 1 H,Ph 7,0 - 6 °C
标题:Stereoselective And Efficient Synthesis Of (3R,3As,6Ar)-Hexahydrofuro[2,3-B]Furan-3-Ol
作者:Quaedflieg,Peter J. L. M.; Et Al
参考文献:Organic Letters 日期:2005 卷标:7(26) 页码:5917-5920]

874290-09-2 = 866594-60-7
反应条件:1.1 Reagents: Potassium Hydroxide Solvents: Methanol,Water; 2 H,Reflux1.2 Reagents: Acetic Acid; 35 °C
标题:Stereoselective And Efficient Synthesis Of (3R,3As,6Ar)-Hexahydrofuro[2,3-B]Furan-3-Ol
作者:Quaedflieg,Peter J. L. M.; Et Al
参考文献:Organic Letters 日期:2005 卷标:7(26) 页码:5917-5920]

204390-79-4 = 866594-60-7
反应条件:1.1 Reagents: 1,8-Diazabicyclo[5.4.0]Undec-7-Ene Solvents: Methanol; 0.5 H,0 - 25 °C; 3 H,20 °C1.2 Solvents: Methanol; 30 Min,0 - 3 °C1.3 Reagents: Sulfuric Acid Solvents: Methanol; 5 H,0 - 3 °C1.4 Reagents: Sodium Bicarbonate Solvents: Ethyl Acetate,Water; Ph 6.5 - 7,0 - 15 °C2.1 Reagents: Potassium Hydroxide Solvents: Methanol,Water; 2 H,Reflux2.2 Reagents: Acetic Acid; 35 °C
标题:Stereoselective And Efficient Synthesis Of (3R,3As,6Ar)-Hexahydrofuro[2,3-B]Furan-3-Ol
作者:Quaedflieg,Peter J. L. M.; Et Al
参考文献:Organic Letters 日期:2005 卷标:7(26) 页码:5917-5920]

867-13-0 + 22323-80-4 = 866594-60-7
反应条件:1.1 Solvents: Tetrahydrofuran,Water; 25 Min,13 - 17 °C1.2 Reagents: Potassium Carbonate; 0.5 H,17 - 25 °C; 17 H,Ph 11.6,20 °C2.1 Reagents: Nitromethane,1,8-Diazabicyclo[5.4.0]Undec-7-Ene Solvents: Methanol; 0.6 H,10 - 21 °C; 18 H,20 °C2.2 Reagents: Sodium Methoxide Solvents: Methanol; 35 Min,0 °C; 30 Min,0 °C2.3 Reagents: Sulfuric Acid Solvents: Methanol; 3 H,0 - 5 °C; 2 H,0 - 2 °C2.4 Reagents: Potassium Bicarbonate Solvents: Water; 1 H,Ph 7,0 - 6 °C
标题:Stereoselective And Efficient Synthesis Of (3R,3As,6Ar)-Hexahydrofuro[2,3-B]Furan-3-Ol
作者:Quaedflieg,Peter J. L. M.; Et Al
参考文献:Organic Letters 日期:2005 卷标:7(26) 页码:5917-5920]

108-59-8 + 22323-80-4 = 866594-60-7
反应条件:1.1 Solvents: Tetrahydrofuran; 3 H,20 °C1.2 Reagents: Pyridine; 20 H1.3 Reagents: Acetic Anhydride Solvents: Tetrahydrofuran; 4 H,45 °C; 12 H,45 °C2.1 Reagents: 1,8-Diazabicyclo[5.4.0]Undec-7-Ene Solvents: Methanol; 0.5 H,0 - 25 °C; 3 H,20 °C2.2 Solvents: Methanol; 30 Min,0 - 3 °C2.3 Reagents: Sulfuric Acid Solvents: Methanol; 5 H,0 - 3 °C2.4 Reagents: Sodium Bicarbonate Solvents: Ethyl Acetate,Water; Ph 6.5 - 7,0 - 15 °C3.1 Reagents: Potassium Hydroxide Solvents: Methanol,Water; 2 H,Reflux3.2 Reagents: Acetic Acid; 35 °C
标题:Stereoselective And Efficient Synthesis Of (3R,3As,6Ar)-Hexahydrofuro[2,3-B]Furan-3-Ol
作者:Quaedflieg,Peter J. L. M.; Et Al
参考文献:Organic Letters 日期:2005 卷标:7(26) 页码:5917-5920]

94697-68-4 = 866594-60-7
反应条件:1.1 Reagents: Potassium Bicarbonate,Potassium Periodate Solvents: Tetrahydrofuran,Water; 3 H,32 - 34 °C; 4.5 H,32 °C2.1 Solvents: Tetrahydrofuran,Water; 25 Min,13 - 17 °C2.2 Reagents: Potassium Carbonate; 0.5 H,17 - 25 °C; 17 H,Ph 11.6,20 °C3.1 Reagents: Nitromethane,1,8-Diazabicyclo[5.4.0]Undec-7-Ene Solvents: Methanol; 0.6 H,10 - 21 °C; 18 H,20 °C3.2 Reagents: Sodium Methoxide Solvents: Methanol; 35 Min,0 °C; 30 Min,0 °C3.3 Reagents: Sulfuric Acid Solvents: Methanol; 3 H,0 - 5 °C; 2 H,0 - 2 °C3.4 Reagents: Potassium Bicarbonate Solvents: Water; 1 H,Ph 7,0 - 6 °C
标题:Stereoselective And Efficient Synthesis Of (3R,3As,6Ar)-Hexahydrofuro[2,3-B]Furan-3-Ol
作者:Quaedflieg,Peter J. L. M.; Et Al
参考文献:Organic Letters 日期:2005 卷标:7(26) 页码:5917-5920

Ethyl (E)-3-[(R)-2,2-Dimethyl-1,3-Dioxolan-4-Yl]Acrylate置于甲醇,1,8-二氮杂双环[5.4.0]十一碳-7-烯体系中,用甲醇作为反应溶剂,化学反应 21.0H,反应生成莱克酮
参考文献:Stereoselective And Efficient Synthesis Of (3R,3As,6Ar)-Hexahydrofuro[2,3-B]Furan-3-Ol
标题:Stereoselective And Efficient Synthesis Of (3R,3As,6Ar)-Hexahydrofuro[2,3-B]Furan-3-Ol
摘要:[graphics]Two Short And Efficient Synthesis Routes Have Been Developed For Bis-Thf-Alcohol 2,A Key Building Block Of The Investigational Hiv Protease Inhibitor Tmc114 (1). Using S-2,3-O-Isopropylideneglyceraldehyde (4) As The Source Of Chirality,Both Routes Are Based On A Diastereoselective Michael Addition Of Nitromethane To Give Predominantly The Syn Congeners 6 Followed By A Nef Oxidation And Cyclization To Afford Lactone Acetals 8,Which Are Reduced And Cyclized To Give 2.
DOI:10.1021/ol052554I

海关参考信息

2905122000-异丙醇
2905310000-1,2-乙二醇
2905320000-1,2-丙二醇
2905399001-1,3-丙二醇
💡 提示：海关信息按照顺序优先匹配，如需确认的海关信息，请参考相关资料。
详情请参考：📖 海关编码查询和海关进出口税则

专利信息

专利号:WO-2009030733-A1
优先权日:2007-09-04
标题 :Method for the synthesis of 4-alkoxy-, 4-hydroxy- and 4-aryloxy-substituted tetrahydro-furo[3,4-b]furan-2(3h)-one compounds
发明人：QUAEDFLIEG PETER JAN LEONARD MARIO; ALSTERS PAULUS LAMBERTUS; STRAATMAN HENRICUS MARTINUS MARIO; HANBAUER MARTIN HELMUT FRIEDRICK
权利人:DSM IP ASSETS BV; QUAEDFLIEG PETER JAN LEONARD MARIO; ALSTERS PAULUS LAMBERTUS; STRAATMAN HENRICUS MARTINUS MARIA GERARDUS; HANBAUER MARTIN HELMUT FRIEDRI
摘要:The present invention relates to a method for the synthesis of enantiomerically and diastereomerically enriched 4-alkoxy-, 4-hydroxy- or 4-aryloxy- substituted tetrahydro-furo[3,4-b]furan-2(3H)-ones by aldol coupling of a suitable hydroxyl-protected hydroxy-acetaldehyde and 4-oxobutanoic acid or an ester thereof, and subsequent removal of the protecting group from the aldol compound and (optionally simultaneous) cyclizations and acetal formation under acidic conditions in the presence of an alcohol, followed by optional isolation of the desired compounds. The invention also relates to compounds according to formulae [Xl] and [XII].

专利号:US-2010184989-A1
优先权日:2007-03-12
标题 :De Novo Synthesis of Conjugates
发明人：RIGGS-SAUTHIER JENNIFER; DENG BO-LIANG; REN ZHONGXU; ZHANG WEN; GU XUYUAN; DUARTE FRANCO J
权利人:NEKTAR THERAPEUTICS
摘要:The invention provides methods for the preparation of small molecule drugs that are chemically modified by covalent attachment of a water-soluble oligomer obtained from a water-soluble oligomer composition. Such drugs are produced through modification of a synthetic pathway to attach the oligomer to an intermediate compound followed by completion of the synthetic path.

专利号:CA-2679473-A1
优先权日:2007-03-12
标题:De novo synthesis of conjugates

专利号:EP-2125027-A2
优先权日:2007-03-12
标题:De novo synthesis of conjugates

专利号:WO-2008112286-A9
优先权日:2007-03-12
标题 :De novo synthesis of conjugates

专利号:WO-2008112286-A2
优先权日:2007-03-12
标题:De novo synthesis of conjugates