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| (3R,4R)-4-アセトキシ-3-[(R)-(tert-ブチルジメチルシリルオキシ)エチル]-2-アゼチジノン 製品概要 |
化学名: | (3R,4R)-4-アセトキシ-3-[(R)-(tert-ブチルジメチルシリルオキシ)エチル]-2-アゼチジノン | 英語化学名: | (3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one | 别名: | (3s,4r)-4-acetoxy-3-[(r)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one;(3R,4R)-(+)-4-ACETOXY-3-[(R)-(T-BUTYLDIMETHYLSILYLOXY)ETHYL]-2-AZETIDINONE;(3R,4R)-4-ACETOXY-3-[(R)-(TERT-BUTYLDIMETHYLSILYLOXY)ETHYL]-2-AZETIDINONE;(3R,4R)-4-(ACETYLOXY)-3-[(1R)-1-[[(1,1-DIMETHYLETHYL)DIMETHYLSILYL]OXY]ETHYL]-2-AZETIDINONE;[3R(1'R,4R)]-(+)-4-ACETOXY-3-[1-(TERT-BUTYLDIMETHYLSILYLOXY)ETHYL]-2-AZETIDINONE;(2R,3R)-3-[(R)-1-(TERT-BUTYLDIMETHYLSILYLOXY)ETHYL]-4-OXOAZETIDIN-2-YLACETATE;4-AOSA;(3R,4R)-4-acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-2-azetidinone | CAS番号: | 76855-69-1 | 分子式: | C13H25NO4Si | 分子量: | 287.43 | EINECS: | 408-050-9 | カテゴリ情報: | Aliphatics;Intermediates & Fine Chemicals;Pharmaceuticals;Amides (Chiral);Azetidines;Chiral Building Blocks;Monoalkoxysilanes;Si (Classes of Silicon Compounds);Simple 4-Membered Ring Compounds;Si-O Compounds;Synthetic Organic Chemistry;Chiral Building Blocks;Lactams;Organic Building Blocks;(intermediate of imipenem);Chiral Compound | Mol File: | 76855-69-1.mol | |
| (3R,4R)-4-アセトキシ-3-[(R)-(tert-ブチルジメチルシリルオキシ)エチル]-2-アゼチジノン 物理性質 |
融点 | 107-109 °C(lit.) | 比旋光度 | 51 º (c=1, chloroform) | 沸点 | 358.3±27.0 °C(Predicted) | 比重(密度) | 1.03±0.1 g/cm3(Predicted) | 貯蔵温度 | 2-8°C | 溶解性 | almost transparency in Methanol | 外見 | powder to crystal | 酸解離定数(Pka) | 12.86±0.60(Predicted) | 色 | White to Almost white | 光学活性 (optical activity) | [α]20/D +51°, c = 1 in chloroform | InChIKey | GWHDKFODLYVMQG-UBHAPETDSA-N | CAS データベース | 76855-69-1(CAS DataBase Reference) |
| (3R,4R)-4-アセトキシ-3-[(R)-(tert-ブチルジメチルシリルオキシ)エチル]-2-アゼチジノン Usage And Synthesis |
外観 | 白色~わずかにうすい黄色, 結晶~結晶性粉末 | 溶解性 | エタノールに溶け、水にほとんど溶けない。 | 用途 | カルバベネムなどのβ-ラクタム抗生物質の合成原料。 | 化学的特性 | white to light yellow crystal powde | 使用 | (3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one is an acetoxyazetidinone derivative used as an intermediate in the preparation of carbapenem antibiotics. | 純化方法 | Purify it by chromatography on silica gel (3 x 14cm) for 50g of ester using 20% EtOAc in n-hexane. The eluate is evaporated, and the residue is recrystallised from hexane (white fluffy crystals). [Leanza et al. Tetrahedron 39 2505 1983.] |
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