Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 955406-36-7, name is Benzyl (3-hydroxycyclohexyl)carbamate, This compound has unique chemical properties. The synthetic route is as follows., Safety of Benzyl (3-hydroxycyclohexyl)carbamate
Solid TBSCI (2.66 g, 17.6 mmol) was added to a stirring mixture of benzyl (3-hydroxycyclohexyl)carbamate (4.0 g, 16 mmol) and imidazole (1.63 g, 24 mmol) inDMF (16 mL). After 3 h the mixture was partitioned with 2 M HCI (100 mL) and Et20(100 mL). The layers were separated and the aqueous phase was extracted with Et20(2 x 50 mL). The combined organic extracts were concentrated and purified by flashchromatography to afford the desired cis diastereomer 53 (2.99 g, 73% based on 7:3 dr in starting material). H (400 mHz, CDCI3) 0.06 (6H, s), 0.89 (9h, s), 1.28-1.51 (4H, m), 1.60-1.71 (2H, m), 1.75-1.85 (1H, m), 1.86-1.93 (1H, m), 3.70-3.80 (1H, m), 3.83- 3.92 (1 H, m), 5.08 (2H, distorted ABq), 5.70 (1 H, br s), 7.27-7.37 (5H, m); (150mHz, CDCI3)-5.0, -4.8, 18.0, 25.8, 31.4, 34.0, 39.4 br, 47.4, 66.2, 68.9, 127.8, 127.85,155.5, 128.4, 136.9; m/z (ES+) 364.3 [M+H HRMS (ES+) exact mass calculated forC20H34NO3Si [M+H], 364.2308; found 364.2301. The stereochemistry was confirmedby conversion of a sample to the known cis-benzyl (3-hydroxycyclohexyl)carbamate byTBAF deprotection: H (400 MHz, CDCI3) 1.10-1.39 (4H, m), 1.67-1.89 (3H, m), 2.20-2.29 (1H, m), 3.53-3.89 (1H, m), 3.69-3.81 (1H, m), 5.09 (3H, brs), 7.27-7.40 (5H,m).
Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 955406-36-7.
Reference:
Patent; UNIVERSITY COLLEGE CORK; KATHOLIEKE UNIVERSITEIT LEUVEN; DEHAEN, Wim; BALZARINI, Jan; MAGUIRE, Anita; KEANE, Sarah Jane; FORD, Alan; MAGUIRE, Nuala; MULLINS, Nicholas, D.; WO2014/79903; (2014); A1;,
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