Application of 1124-63-6, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 1124-63-6, name is 3-Cyclohexylpropan-1-ol, molecular formula is C9H18O, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
10 g of Fmoc-TentaGel-S-RAM resin (0.25 mmol/g, 2.5 mmol) was treated with 25% PIP in DMF for 30 min. The resin was washed with DMF (2x) , MeOH (2x) and DMF (2x) and subsequently acylated with Fmoc-gamma-Abu-OH/DIC/HOBt (3 eq) in DMF. The completeness of the reaction was assessed with Kaiser’s ninhydrine test. The Fmoc group was removed followed by resin washing as described above . The o-NBS group was introduced by treatment with o-NBS-Cl (4 eq) /collidine (6 eq) in DCM for 1 h at rt . The resin was then suspended in dry DME (15 ml) and 3- cyclohexyl-1-propanol (3.8 ml, 25 mmol, 10 eq) was added. The TPP/DIAD complex was preformed at 00C by dissolving TPP (6.55 g, 25 mmol, 10 eq) in dry DME (30 ml) and adding DIAD (4.92 ml, 25 mmol, 10 eq) . The complex was then added to the suspension and the reaction was carried out overnight. An aliquot of the resin was cleaved and analysed by HPLC (column: Vydac C18, 5mu, 250 x 4.6 mm; solvents: A-O.1% TFA (aq) , B-80% CH3CN/0.1% TFA (aq) ; a linear gradient of B was used) . The content of the non-alkylated substrate was below 2%. The o-NBS group was subsequently removed by treatment with 1 M 2-mercaptoethanol/DBU in DMF (25 ml) for 1 h (2x) . The resin was then treated with PhNCO (10.9 ml, 25 mmol, 10 eq) in DMF for 4 h. The completeness of the reaction was confirmed by a negative chloranil test. The compound was cleaved from the resin by treatment with TFA/TIS/H2O 96/2/2 (100 ml) for 1.5 h at rt . The resin was filtered off and the solvents were evaporated. The crude product was purified by preparative HPLC. The fractions containing the pure compound were combined and lyophilised. The obtained product was treated with isopropyl ether, whereby crystalline compound was provided. Yield: 442.8 mg (51%, 1.28 mmol); Mp. 104- 1060C; MS (ion spray): [M + H]+ expected 346.2, observed 346.2; 1H NMR (500 MHz, CDCl3) data was consistent with the structure of compound 17.
While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 1124-63-6, 3-Cyclohexylpropan-1-ol.
Reference:
Patent; FERRING B.V.; WO2006/116399; (2006); A2;,
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