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ChemicalBook CAS DataBase List Dapagliflozin-d5
1204219-80-6

Dapagliflozin-d5 synthesis

7synthesis methods
864070-18-8 Synthesis
4-(5-broMo-2-chlorobenzyl)phenol

864070-18-8
172 suppliers
$35.00/1g

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Yield:-

Steps:

Multi-step reaction with 4 steps
1.1: triethylamine / acetonitrile / 2 h / 5 - 15 °C
2.1: n-butyllithium / tetrahydrofuran; hexane; toluene / 0.5 h / -65 °C / Inert atmosphere
2.2: 3 h / -65 - -55 °C
2.3: 16 h / 20 - 25 °C
3.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / 2 h / -30 - -10 °C / Inert atmosphere
4.1: caesium carbonate; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide / 12 h / 40 °C / Inert atmosphere

References:

Xu, Ge;Lv, Binhua;Roberge, Jacques Y.;Xu, Baihua;Du, Jiyan;Dong, Jiajia;Chen, Yuanwei;Peng, Kun;Zhang, Lili;Tang, Xinxing;Feng, Yan;Xu, Min;Fu, Wei;Zhang, Wenbin;Zhu, Liangcheng;Deng, Zhongping;Sheng, Zelin;Welihinda, Ajith;Sun, Xun [Journal of Medicinal Chemistry,2014,vol. 57,# 4,p. 1236 - 1251]

1204220-63-2 Synthesis
(2S,3R,4S,5S,6R)-2-(4-chloro-3-(4-hydroxybenzyl)phenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol

1204220-63-2
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