4,6-O-benzylidene-1,5-benzyloxycarbonylimino-1,5-dideoxy-D-glucitol | 138381-83-6
中文名称
——
中文别名
——
英文名称
4,6-O-benzylidene-1,5-benzyloxycarbonylimino-1,5-dideoxy-D-glucitol
英文别名
4,6-O-(R-Benzylidene)-N-benzyloxycarbonyl-1,5-dideoxy-1,5-imino-D-glucitol；4,6-O-benzylidene-N-benzyloxycarbonyl-1,5-dideoxy-1,5-imino-D-glucitol；N-Cbz-4,6-O-benzylidene-1-deoxynojirimycin；1,5-dideoxy-1,5-[{(phenylmethoxy) carbonyl}imino]-4,6-O-(R-phenylmethylene)-D-glucitol；benzyl (2R,4aR,7S,8R,8aR)-7,8-dihydroxy-2-phenyl-4,4a,6,7,8,8a-hexahydro-[1,3]dioxino[5,4-b]pyridine-5-carboxylate
CAS
138381-83-6
化学式
C21H23NO6
mdl
——
分子量
385.417
InChiKey
GBRJHLWAZWZRJM-USYVTKNRSA-N
BEILSTEIN
——
EINECS
——
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物化性质
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计算性质
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ADMET
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安全信息
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SDS
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制备方法与用途
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上下游信息
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文献信息
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表征谱图
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同类化合物
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相关功能分类
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相关结构分类
计算性质
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辛醇/水分配系数(LogP)：1.4
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重原子数：28
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可旋转键数：4
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环数：4.0
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sp3杂化的碳原子比例：0.38
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拓扑面积：88.5
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氢给体数：2
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氢受体数：6
上下游信息
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上游原料
中文名称 英文名称 CAS号 化学式 分子量 —— N-benzyloxycarbonyl-1,5-dideoxy-1,5-imino-D-glucitol 130539-12-7 C14H19NO6 297.308 -
下游产品
中文名称 英文名称 CAS号 化学式 分子量 —— (2R,4aR,7S,8R,8aR)-7-Hydroxy-8-methoxy-2-phenyl-hexahydro-[1,3]dioxino[5,4-b]pyridine-5-carboxylic acid benzyl ester 154865-83-5 C22H25NO6 399.444 —— (2R,4aR,7S,8R,8aR)-7-Hydroxy-8-(2-methoxy-ethoxymethoxy)-2-phenyl-hexahydro-[1,3]dioxino[5,4-b]pyridine-5-carboxylic acid benzyl ester 154865-80-2 C25H31NO8 473.523 —— (2R,4aR,7S,8R,8aR)-7-Hydroxy-2-phenyl-8-(2-trimethylsilanyl-ethoxymethoxy)-hexahydro-[1,3]dioxino[5,4-b]pyridine-5-carboxylic acid benzyl ester 154865-81-3 C27H37NO7Si 515.679 —— 1,5-dideoxy-1,5-[{(phenylmethoxy)carbonyl}imino]-4 6-O-(R-phenylmethylene)-D-glucitol, 2-benzoate 138381-85-8 C28H27NO7 489.525 —— 2,3-anhydro-4,6-O-benzylidene-N-benzyloxycarbonyl-1,5-dideoxy-1,5-imino-D-mannitol 150338-26-4 C21H21NO5 367.401 —— 1,5-dideoxy-2-C-methyl-1,5-[{(phenylmethoxy) carbonyl}imino]-4,6-O-(R-phenylmethylene)-D-mannitol —— C22H25NO6 399.444 —— (2R,4aR,7S,8R,8aR)-7-Benzoyloxy-8-methoxy-2-phenyl-hexahydro-[1,3]dioxino[5,4-b]pyridine-5-carboxylic acid benzyl ester 154865-79-9 C29H29NO7 503.552 —— (2R,4aR,7S,8R,8aR)-7-Benzoyloxy-8-(2-methoxy-ethoxymethoxy)-2-phenyl-hexahydro-[1,3]dioxino[5,4-b]pyridine-5-carboxylic acid benzyl ester 154865-76-6 C32H35NO9 577.631 —— (2R,4aR,7S,8S,8aR)-7-Hydroxy-7-methyl-2-phenyl-8-(2-trimethylsilanyl-ethoxymethoxy)-hexahydro-[1,3]dioxino[5,4-b]pyridine-5-carboxylic acid benzyl ester 154865-89-1 C28H39NO7Si 529.706 —— 4,6-O-(R-Benzylidene)-N-benzyloxycarbonyl-1,3,5-trideoxy-3-<<2-(dimethylamino)ethyl>amino>-1,5-imino-D-altritol —— C25H33N3O5 455.554 —— (2R,4aR,8S,8aR)-8-(2-Methoxy-ethoxymethoxy)-7-oxo-2-phenyl-hexahydro-[1,3]dioxino[5,4-b]pyridine-5-carboxylic acid benzyl ester 154865-84-6 C25H29NO8 471.507 —— 2-Azido-4,6-O-(R-benzylidene)-N-benzyloxycarbonyl-1,2,5-trideoxy-1,5-imino-D-glucitol 150271-15-1 C21H22N4O5 410.429 —— 3-Azido-4,6-O-(R-benzylidene)-N-benzyloxycarbonyl-1,3,5-trideoxy-1,5-imino-D-altritol 171334-18-2 C21H22N4O5 410.429 —— 4,6-O-(R-Benzylidene)-N-benzyloxycarbonyl-1,5-dideoxy-1,5-imino-2-O-(p-toluenesulfonyl)-D-glucitol 138381-86-9 C28H29NO8S 539.606 —— 4,6-O-(R-Benzylidene)-N-(tert-butoxycarbonyl)-1,5-imino-2-S-methyl-2-thio-D-glucitol —— C19H27NO5S 381.493 —— 4,6-O-(R-Benzylidene)-N-butyl-1,2,5-trideoxy-1,5-imino-2-(methylamino)-D-glucitol 150271-25-3 C18H28N2O3 320.432 —— 4,6-O-(R-Benzylidene)-N-butyl-1,2,5-trideoxy-2-(dimethylamino)-1,5-imino-D-glucitol 150271-24-2 C19H30N2O3 334.459 —— 4,6-O-(R-Benzylidene)-N-(tert-butoxycarbonyl)-1,5-imino-3-S-methyl-3-thio-D-altritol —— C19H27NO5S 381.493 —— 2,3-Anhydro-4,6-O-(R-benzylidene)-1,5-dideoxy-1,5-imino-D-mannitol 160711-08-0 C13H15NO3 233.267 —— 8β-Azidohexahydro-N-benzyloxycarbonyl-7-oxo-2R-2α-phenyl-5H-4,4aα,8aβ-1,3-dioxino<5,4-b>pyridine-5-carboxylate 150271-28-6 C21H20N4O5 408.414 —— 2,3-Diazido-4,6-O-(R-benzylidene)-N-benzyloxycarbonyl-1,2,3,5-tetradeoxy-1,5-imino-D-glucitol —— C21H21N7O4 435.442 —— 2-Azido-4,6-O-(R-benzylidene)-N-butyl-1,2,5-trideoxy-1,5-imino-D-glucitol 150271-18-4 C17H24N4O3 332.403 —— 4,6-O-(R-Benzylidene)-N-butyl-2-butyramido-3-O-butanoyl-1,2,5-trideoxy-1,5-imino-D-glucitol 150271-26-4 C25H38N2O5 446.587 —— 2,3-Diazido-4,6-O-(R-benzylidene)-1,2,3,5-tetradeoxy-1,5-imino-N-methoxycarbonyl-D-glucitol —— C15H17N7O4 359.344 —— 2-Azido-4,6-O-(R-benzylidene)-1,2,5-trideoxy-1,5-imino-D-glucitol 150271-17-3 C13H16N4O3 276.295 —— 4,6-O-(R-Benzylidene)-1,5-dideoxy-1,5-imino-2-S-methyl-2-thio-D-glucitol 160710-88-3 C14H19NO3S 281.376 —— 2,3-Diamino-4,6-O-(R-benzylidene)-N-butyl-1,2,3,5-tetradeoxy-1,5-imino-D-glucitol 150271-40-2 C17H27N3O2 305.42 —— 4,6-O-(R-Benzylidene)-1,5-dideoxy-1,5-imino-3-S-methyl-3-thio-D-altritol —— C14H19NO3S 281.376 —— 2,3-Diazido-4,6-O-(R-benzylidene)-N-butyl-1,2,3,5-tetradeoxy-1,5-imino-D-glucitol 150271-39-9 C17H23N7O2 357.415 —— 2,3-Diazido-4,6-O-(R-benzylidene)-1,2,3,5-tetradeoxy-1,5-imino-D-glucitol 150271-38-8 C13H15N7O2 301.308 - 1
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反应信息
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作为反应物：描述：4,6-O-benzylidene-1,5-benzyloxycarbonylimino-1,5-dideoxy-D-glucitol 在 吡啶 、 N-碘代丁二酰亚胺 、 18-冠醚-6 、 三氟甲磺酸 、 3 A molecular sieve 、 三氟化硼乙醚 、 溶剂黄146 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 19.0h， 生成 O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2<*>6)-2,3,4-tri-O-acetyl-1,5-benzyloxycarbonylimino-1,5-dideoxy-D-galactitol参考文献：名称：α-唾液酸基-（2-→6）和α-唾液酸基-（2-→3）1-脱氧野oji霉素衍生物的合成和结构研究可能对生物医学应用有用。摘要：将适当保护的1-脱氧野oji霉素（1,5-二脱氧-1,5-亚氨基-D-葡萄糖醇，DNJ）及其D-半乳糖类似物与N-乙酰神经氨酸的2-硫代糖苷偶联。将所得的二糖转化为各种α-唾液酸-（2-> 6）和α-唾液酸-（2-> 3）-DNJ衍生物，包括环状内酰胺6-O-（5-乙酰氨基- 3，5-二脱氧-D-甘油-α-D-半乳糖-2-壬基吡喃酮-1'，5-内酰