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α-甲基葡萄糖甙 | 97-30-3

α-甲基葡萄糖甙
Methyl a-D-Glucopyranoside
97-30-3
C7H14O6
194.182463169098
如需查看该化合物的详细结构式,mol文件,smile,InChi 请点击:α-甲基葡萄糖甙结构式
87572318
α-甲基葡萄糖甙价格
名称和标识符
MDL MFCD00064086
InChIKey HOVAGTYPODGVJG-ZFYZTMLRSA-N
Inchi 1S/C7H14O6/c1-12-7-6(11)5(10)4(9)3(2-8)13-7/h3-11H,2H2,1H3/t3-,4-,5+,6-,7+/m1/s1
SMILES C([C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@@H](OC)O1)O
BRN 81568
别名信息
- 中文别名 -
  • α-甲基葡萄糖甙
  • 甲甙
  • 甲基葡萄糖甙
  • α-D-乳酸吡喃糖苷
  • 甲基葡萄糖苷
  • 甲基α-D-吡喃葡萄糖苷
  • 甲基-а-D-吡喃半乳糖苷
  • α-甲基-D-葡萄糖苷
  • 2-甲基葡萄糖苷
  • alpha-甲基葡萄糖甙
  • a-甲基葡萄糖甙
  • Methyl alpha-D-Glucopyranoside 甲基α-D-吡喃葡萄糖苷
  • α-甲基-D-葡萄糖甙
  • 甲基-α-D-吡喃半乳糖苷
  • 甲基α-D-吡喃葡糖苷
  • 甲基-α-D-吡喃葡萄糖苷
  • 甲基-α-D-葡萄糖苷
  • α-甲基D-葡萄糖苷
  • 甲基a-D-吡喃葡萄糖苷
  • 甲基-α-D-葡萄吡喃糖甙
  • 甲基α-D-葡萄糖苷
  • alpha-甲基-D-葡萄糖苷
  • 甲基-alpha-D-吡喃葡糖苷
- 英文别名 -
  • Alpha-D-Methylglucoside
  • Methyl alpha-D-glucopyranoside
  • Methyl α-D-glucopyranoside
  • alpha-Methyl glucopyranoside
  • Methyl .α.-D-glucopyranoside
  • Methyl α-D-Glucopyra
  • Methyl-a-D-glucopyranoside
  • Methyl-alpha-D-glucopyranoside
  • α-Methyl glucopyranoside
  • Methyl glucoside
  • Methyl α-D-Glucoside
  • Methyl alpha-D-glucoside
  • alpha-Methylglucoside
  • alpha-Methyl-D-glucoside
  • alpha-Methyl D-glucose ether
  • Me alpha-Glc
  • alpha-D-methyl glucoside
  • (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-methoxyoxane-3,4,5-triol
  • 1-O-methyl-alpha-D-glucoside
  • Methyl alpha-D-glucoside (VAN)
  • 1-O-methyl-alpha-D-glucopyranose
  • 1-O-methyl-alpha-D-glucopyranoside
  • Methyl hexopyranoside
  • methyl a-
  • Glucopyranoside, methyl, α-D- (8CI)
  • D
  • Methyl α-D-glucopyranoside (ACI)
  • 1-O-Methyl-α-D-glucopyranoside
  • 1-O-Methyl-α-D-glucoside
  • 1-O-Methyl-α-glucopyranoside
  • Methyl α-D-(+)-glucoside
  • Methyl α-D-glucoside
  • Methyl α-glucopyranoside
  • NSC 102101
  • NSC 214092
  • α-Methyl D-glucose ether
  • α-Methylglucoside
物化性质
实验特性
LogP -2.56730
PSA 99.38000
Merck 6080
折射率 157.5 ° (C=10, H2O)
水溶性 108 g/100 mL (20 ºC)
沸点 389.1°C at 760 mmHg
熔点 167.0 to 170.0 deg-C
闪点 189.1 °C
颜色与性状 白色粉末。
溶解性 未确定
敏感性 Hygroscopic
酸度系数(pKa) pKa (25°): 13.71
比旋光度 158.9 º (c=10, water)
密度 1,46 g/cm3
计算特性
精确分子量 194.07900
氢键供体数量 4
氢键受体数量 6
可旋转化学键数量 2
同位素质量 194.079
重原子数量 13
复杂度 163
同位素原子数量 0
确定原子立构中心数量 5
不确定原子立构中心数量 0
确定化学键立构中心数量 0
不确定化学键立构中心数量 0
共价键单元数量 1
疏水参数计算参考值(XlogP) -2.2
互变异构体数量
表面电荷 0
拓扑分子极性表面积 99.4
国际标准相关数据
EINECS 202-571-3
合成路线

合成路线:1 步

反应条件:
参考文献:
Microwave-assisted rapid deacetalation of carbohydrates
Couri, Mara Rubia C.; Evangelista, Eruzia A.; Alves, Rosemeire B.; Prado, Maria Auxiliadora F.; Gil, Rossimiriam P. F.; et al, Synthetic Communications, 2005, 35(15), 2025-2031

合成路线:1 步

反应条件:
参考文献:
Indium(III) Triflate: A Highly Efficient Catalyst for Reactions of Sugars[1]
Giri, Santosh Kumar; Verma, Monika; Kartha, K. P. Ravindranathan, Journal of Carbohydrate Chemistry, 2008, 27(8-9), 464-478

合成路线:1 步

反应条件:
参考文献:
A Facile, Catalytic, and Environmentally Benign Method for Selective Deprotection of tert-Butyldimethylsilyl Ether Mediated by Phosphomolybdic Acid Supported on Silica Gel
Kumar, G. D. Kishore; Baskaran, Sundarababu, Journal of Organic Chemistry, 2005, 70(11), 4520-4523

合成路线:1 步

反应条件:
参考文献:
Deacetylation method of aliphatic glycosides catalyzed by dibutyltin oxide
Wang, Shao-Min; Li, Juan; Li, Hua-Yu; Liu, Hong-Min; Li, Wen, Youji Huaxue, 2008, 28(1), 120-122

合成路线:1 步

反应条件:
参考文献:
Metal-catalyzed stereoselective and protecting-group-free synthesis of 1,2-cis-glycosides using 4,6-dimethoxy-1,3,5-triazin-2-yl glycosides as glycosyl donors
Tanaka, Tomonari; Kikuta, Naoya; Kimura, Yoshiharu; Shoda, Shin-ichiro, Chemistry Letters, 2015, 44(6), 846-848

合成路线:1 步

反应条件:
参考文献:
Enhanced Basicity of Ag2O by Coordination to Soft Anions
Ren, Bo; Wang, Meiyan; Liu, Jingyao; Ge, Jiantao; Dong, Hai, ChemCatChem, 2015, 7(5), 761-765

合成路线:1 步

反应条件:
参考文献:
Structurally Simple Benzylidene-Type Photolabile Diol Protecting Groups
Ding, Xiong; Devalankar, Dattatray A.; Wang, Pengfei, Organic Letters, 2016, 18(20), 5396-5399

合成路线:1 步

反应条件:
参考文献:
Catalytic transfer hydrogenation of sugar derivatives
Jicsinszky, L.; Ivanyi, R., Carbohydrate Polymers, 2001, 45(2), 139-145

合成路线:1 步

反应条件:
参考文献:
Microwave-assisted synthesis of alkyl glycosides
Nuchter, Matthias; Ondruschka, Bernd; Lautenschlager, Werner, Synthetic Communications, 2001, 31(9), 1277-1283

合成路线:1 步

反应条件:
参考文献:
Efficient polymer-assisted strategy for the deprotection of protected oligosaccharides
Tanaka, Hiroshi; Ishida, Tadasuke; Matoba, Nobuatsu; Tsukamoto, Hirokazu; Yamada, Haruo; et al, Angewandte Chemie, 2006, 45(38), 6349-6352

合成路线:1 步

反应条件:
参考文献:
Deacylation method using hydroxide ion-type base as catalyst
, China, , ,

合成路线:1 步

反应条件:
参考文献:
Mild and efficient method for the cleavage of benzylidene acetals by using erbium(III) triflate
Procopio, Antonio; Dalpozzo, Renato; De Nino, Antonio; Maiuolo, Loredana; Nardi, Monica; et al, Organic & Biomolecular Chemistry, 2005, 3(22), 4129-4133

合成路线:1 步

反应条件:
参考文献:
Rapid carbohydrate protecting group manipulations assisted by microwave dielectric heating
Soderberg, Eva; Westman, Jacob; Oscarson, Stefan, Journal of Carbohydrate Chemistry, 2001, 20(5), 397-410

合成路线:1 步

反应条件:
参考文献:
Reaction of cyclic ketals with ceric ammonium nitrate in acetonitrile/water
Manzo, Emiliano; Barone, Gaspare; Bedini, Emiliano; Iadonisi, Alfonso; Mangoni, Lorenzo; et al, Tetrahedron, 2002, 58(1), 129-133

合成路线:1 步

反应条件:
参考文献:
From organocatalysed desilylations to high-yielding benzylidenations of electron-deficient benzaldehydes
Niu, Qun; Xing, Linlin; Li, Chunbao, Journal of Chemical Research, 2017, 41(6), 358-364

合成路线:1 步

反应条件:
参考文献:
Photochemistry of 2-Nitrobenzylidene Acetals
Sebej, Peter; Solomek, Tomas; Hroudna, L'ubica; Brancova, Pavla; Klan, Petr, Journal of Organic Chemistry, 2009, 74(22), 8647-8658

合成路线:1 步

反应条件:
参考文献:
Remarkable solvent effect on Pd(0)-catalyzed deprotection of allyl ethers using barbituric acid derivatives: application to selective and successive removal of allyl, methallyl, and prenyl ethers
Tsukamoto, Hirokazu; Suzuki, Takamichi; Kondo, Yoshinori, Synlett, 2007, (20), 3131-3136

合成路线:1 步

反应条件:
参考文献:
Transacetalation: a convenient, nonaqueous method for effecting the deprotection of isopropylidene and benzylidene derivatives of sugars
Andrews, Mark A.; Gould, George L., Carbohydrate Research, 1992, 229(1), 141-7

合成路线:1 步

反应条件:
参考文献:
Chemoselective deprotection of acid labile primary hydroxyl protecting groups under CBr4-photo-irradiation conditions
Chen, Ming-Yi; Patkar, Laxmikant N.; Lu, Kuo-Cheng; Lee, Adam Shih-Yuan; Lin, Chun-Cheng, Tetrahedron, 2004, 60(50), 11465-11475

合成路线:1 步

反应条件:
参考文献:
Triethylamine-methanol mediated selective removal of oxophenylacetyl ester in saccharides
Rasool, Javeed Ur; Kumar, Atul; Ali, Asif; Ahmed, Qazi Naveed, Organic & Biomolecular Chemistry, 2021, 19(2), 338-347
相关文献
专业数据库参考
PubChemId 87572318
参考资料
Reaxys RN 81568
Beilstein 31,179
产品用途
用于聚醚、聚酯多元醇合成中的共聚合剂及树脂调节剂
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