CAS: 33019-63-5; Methyl2,3-O-Isopropylidene-5-O-Benzyl-β-D-Ribofuranoside

该化合物是一种受保护的脊椎润滑剂衍生物,广泛用于碳水化合物化学和核糖化合物合成,其主要结构特征包括5级的苯基组和保护2,3-氢氧的异丙基乙烷,加强了玻璃同步反应的稳定性和选择性.β配置确保立体化学结果的一致性,使其对在制药和生物活性化合物中构建复杂的糖浆很有价值.甲基甘蓝表面为额外的合成灵活性,允许进一步实现功能化.这种化合物在寡头香酸和核糖基类合成中特别有用,其中受控的再活性和保护组战略至关重要.其定义清晰的再活动概况使其在有机化学和药化学应用中成为可靠的中间体.

英文名称Methyl2,3-O-Isopropylidene-5-O-Benzyl-β-D-Ribofuranoside
中文名称1-甲氧基-2,3-O-异亚丙基-5-苄氧基-β-D-呋喃核糖苷
IUPAC名称(3aR,4R,6R,6aR)-4-((benzyloxy)methyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole
其它别名Methyl2,3-O-Isopropylidene-5-O-Benzyl-β-D-Ribofuranoside; Methyl 2,3-O-Isopropylidene-5-O-Benzyl-Beta-D-Ribofuranoside; (3Ar,4R,6R,6Ar)-4-(Benzyloxymethyl)-6-Methoxy-2,2-Dimethyltetrahydrofuro[3,4-D][1,3]Dioxole; Methyl 2,3-O-(1-Methylethylidene)-5-O-(Phenylmethyl)-β-D-Ribofuranoside; Methyl 5-O-Benzyl-2,3-O-Isopropylidene-β-D-Ribofuranoside; β-D-Ribofuranoside, Methyl 2,3-O-(1-Methylethylidene)-5-O-(Phenylmethyl)-; Methyl 2,3-O-Isopropylidene-5-O-Benzyl-β-D-Ribofuranoside; Methyl 2,3-O-Isopropylidene-5-O-Benzyl-Beta-D-Ribofuranoside Usp/ep/bp
CAS编号33019-63-5
MFCD编号:MFCD07369524
分子式:C16H22O5
分子量:294.35
产品CID: 1323288
产品分类生物化工 → 糖类化合物 → 单糖

相似结构搜索
InChIKey: MWGDFZJIIGYPKY-KBUPBQIOSA-N
InChI=1S/C16H22O5/c1-16(2)20-13-12(19-15(17-3)14(13)21-16)10-18-9-11-7-5-4-6-8-11/h4-8,12-15H,9-10H2,1-3H3/t12-,13-,14-,15-/m1/s1…
计算化学: 氢键受体数5.0氢键供体数0.0可旋转键数5.0

MSDS等安全信息

上下游产品

合成工艺路线路线简述

合成目标产物 Methyl 2,3-O-Isopropylidene-5-O-Benzyl-Beta-D-Ribofuranoside 主要起始原料 Methyl-2,3-O-Isopropylidene-Beta-D-Ribofuranoside And Benzyl Bromide
(文献来源)合成步骤主要原料 Methyl-2,3-O-Isopropylidene-Beta-D-Ribofuranoside 和 Benzyl Bromide

卡培他滨杂质25置于硫酸,Sodium Hydride,对甲苯磺酸体系中,用 N,N-二甲基甲酰胺用作溶剂,化学反应 40.0H,反应生成1-甲氧基-2,3-O-异亚丙基-5-苄氧基-Beta-D-呋喃核糖苷
参考文献:甲基2-O-烯丙基-(和3-O-烯丙基)-5-O-苄基-β-D-呋喃核糖苷的合成.
标题:甲基2-O-烯丙基-(和3-O-烯丙基)-5-O-苄基-β-D-呋喃核糖苷的合成.
摘要:将d-核糖转化为甲基5-O-苄基-β-D-呋喃呋喃糖苷,并且在锡介导的烯丙基化中,得到2-O-烯丙基和3-O-烯丙基衍生物的混合物,将其通过色谱法分离.通过3-O-烯丙基-5-O-苄基-1,2-O-异亚丙基-α-D-呋喃核糖转化后,更具极性的异构体被表征为3-O-烯丙基衍生物(也由3-O-烯丙基-1,2-:5,6-二-O-异亚丙基-α-D-呋喃糖)成已知的5-O-苄基-1,2-O-异亚丙基-α-D-呋喃核糖.通过甲基2-O-烯丙基-5-O将3-O-烯丙基-5-O-苄基-β-D-呋喃呋喃糖苷转化为甲基2-O-烯丙基-5-O-苄基-β-D-核呋喃糖苷-苄基-3-O-(丙-1-烯)-β-D-呋喃呋喃糖苷.
Doi:10.1016/0008-6215(95)00308-8

海关参考信息

2902300000-甲苯
2905122000-异丙醇
2905310000-1,2-乙二醇
2905320000-1,2-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:EP-0565590-B1
优先权日:1990-12-21
标题:ADHESIN-OLIGOSACCHARIDE CONJUGATE VACCINE FOR $i(HAEMOPHILUS INFLUENZAE)
发明人：KRIVAN HOWARD C; SAMUEL JAMES E; NORBERG NILS THOMAS
权利人:ANTEX BIOLOG INC
摘要:Disclosed herein are immunogenic polysaccharide-H. influenzae adhesin protein conjugates, a purified H. influenzae adhesin protein and related proteins and polypeptides, DNA useful for producing the proteins, synthetic polyribosylribotol phosphate (PRP) oligosaccharides and intermediates useful for their synthesis, and methods of making and using these materials. The conjugates comprise a PRP fragment, preferably a synthetic oligosaccharide, coupled to an H. influenzae adhesin protein. The invention further comprises purified H. influenzae adhesin proteins and novel PRP oligosaccharides. The invention also comprises methods of producing these materials and using them in a vaccine to protect humans and other mammals against H. influenzae infection.

专利号:US-5843463-A
优先权日:1990-12-21
标题:Adhesin-oligosaccharide conjugate vaccine for Haemophilus influenzae
发明人：KRIVAN HOWARD C; SAMUEL JAMES E
权利人:ANTEXBIOLOGICS INC
摘要:Disclosed herein are immunogenic polysaccharide-H. influenzae adhesin protein conjugates, a purified H. influenzae adhesin protein and related proteins and polypeptides, DNA useful for producing the proteins, synthetic polyribosylribotol phosphate (PRP) oligosaccharides and intermediates useful for their synthesis, and methods of making and using these materials. The conjugates comprise a PRP fragment, preferably a synthetic oligosaccharide, coupled to an H. influenzae adhesin protein. The invention further comprises purified H. influenzae adhesin proteins and novel PRP oligosaccharides. The invention also comprises methods of producing these materials and using them in a vaccine to protect humans and other mammals against H. influenzae infection.