Four synthesis

S. Fritsch, Synthesis Gas Production, Comparison of four Synthesis Gas Routes Steam Reforming, Combined Autothermal Reforming and Partial Oxidation , Krupp-Uhde Fertilizer Symposium 1998, Dortmund, June 11-13, 1998. 

Figure 8.3.2 The four electrophoresis lanes of synthetic DNAs containing one of four dideoxy terminators and a mixture of all four synthesis mixtures. The arrow runs from the starting point to the front of the electrophoresis.

Smets et al. [1611] analyzed chlorotetracycline and four synthesis by-products on a Cg column using a DMSO/water (1 M HCIO4) mobile phase. The level of DMSO used was dependent on the column chosen 19% for a Zorbax, 40% for a Nucleosil, and 50% for a Spherisorb. Good peak shapes and resolution were obtained. Elution was complete in 20 min. Swedberg et al. [1612] used DMSO to regenerate protein-contaminated Cn columns. A 20-min 12/88 — 80/20 DMSO/water oraHient was... 

Naproxen is a non-steroidal, anti-inflammatory active ingredient used in numerous drugs. Only the (S)-(+)-enantiomer is therapeutically effective. Naproxen can for example be produced in the following four synthesis steps with a yield of approximately 60%. 

For the fat and oil industry, there are potentially four synthesis reactions (often grouped under the term interesterification)—alcoholysis (alcohol-TAG), glycerolysis (glycerol-TAG), acidolysis (fatty acid-TAG), or ester-ester (trans-... 

Clearly, for symmetry reasons, the reverse process should also be considered. In fact, early versions of our reaction prediction and synthesis design system EROS [21] contained the reaction schemes of Figures 3-13, 3-15, and 3-16 and the reverse of the scheme shown in Figure 3-16. These four reaction schemes and their combined application include the majority of reactions observed in organic chemistry. Figure 3-17 shows a consecutive application of the reaction schemes of Figures 3-16 and 3-13 to model the oxidation of thioethers to sulfoxides. 

Sorbic acid could theoretically, by virtue of the two olefine linkages, exi.st in four geometrical I y-isomeric forms. The above synthesis gives only one form, which is undoubtedly the trans-trans form, analogous to the acu-diphenylpolyenes (p. 238) which are also normally produced solely in one form. 

In the Diels-Alder reaction (in older literature referred to as the diene synthesis ) a six-membered ring is fonned through fusion of a four-tt component, usually a diene and a two-7C component, which is commonly referred to as the dienophile (Scheme 1.1). 

The strategy of using intramolecular reactions to set up the correct relationslup between two groups is of more general importance. We obviously want to disconnect bonds a and b in TM 328 so that we add a four carbon fragment to PhOMe in the synthesis. 

A few typical examples indicate the large variety of five-membered heterocycles, which can be synthesized efficiently by [2 + 3]-cycloadditions. [2 + 2]-Cycloadditions are useful in the synthesis of certain four-membered heterocycles (H. Ulrich, 1967), e.g. of 8-lactams (J.R. 

The two-bond disconnection (re/ro-cycloaddition) approach also often works very well if the target molecule contains three-, four-, or five-membered rings (see section 1.13 and 2.5). The following tricyclic aziridine can be transformed by one step into a monocyclic amine (W. Nagata, 1968). In synthesis one would have to convert the amine into a nitrene, which-would add spontcaneously to a C—C double bond in the vicinity. 

In spite of the diverse nature of alkaloid structures, two structural units, i.e. fused pyrrolidine and piperidine rings in different oxidation states, appear as rather common denominators. We therefore chose to give several examples for four types of synthetic reactions which have frequently been used in alkaloid total synthesis and which provide generally useful routes to polycyclic compounds with five- or six-membered rings containing one nitrogen atom. These are ... 

The (partial) description of the synthesis and coupling of the five fragments starts with the cyclohexyl moiety C —C. The first step involved the enantio- and diastereoselective harpless epoxidation of l,4-pentadien-3-ol described on p. 126f. The epoxide was converted in four steps to a d-vinyl d-lactone which gave a 3-cyclohexenecarboxylate via Ireland-CIaisen rearrangement (cf. p. 87). Uncatalysed hydroboration and oxidation (cf. p. 131) yielded the desired trans-2-methoxycyclohexanol which was protected as a silyl ether. The methyl car-... 

The coupling of alkenylboranes with alkenyl halides is particularly useful for the stereoselective synthesis of conjugated dienes of the four possible double bond isomers[499]. The E and Z forms of vinylboron compounds can be prepared by hydroboration of alkynes and haloalkynes, and their reaction with ( ) or (Z)-vinyl iodides or bromides proceeds without isomerization, and the conjugated dienes of four possible isomeric forms can be prepared in high purity. 

Intramolecular amination with allylic acetates is used for the synthesis of cyclic alkaloids 175]. Cyclization of 293 affords the six-membered ring compound 294 rather than a four-membered ring. The reaction is particularly... 

The trisannulation reagent 7-acetoxy-l,l l-dodecadien-3-one (134) is derived from the bisannulation reagent 124 in four steps. This reagent is a synthetic equivalent of l-dodecene-3,7,11-trione, and the two ketone groups of the trione are masked as an acetoxy and a terminal alkene. The synthesis of optically active D-homo-19-norandrosta-4-en-3-one (135) by the trisannulation reaction... 

A novel synthesis of 2-thiazolecarboxaldehyde uses the reaction of 2-thiazolyUithium with N-methylformanilide with a yield of 46% (99). Similarly, 5-thiazolecarboxaldehyde was obtained in 5% yield, the poor yield probably being a result of the low stability of 5-thiazolyllithium. These unsatisfactory yields led Iversen and Lund to investigate four new methods (97). 

Because there are four chirality centers and no possibility of meso forms there are 2" or 16 stereoisomeric hexoses All 16 are known having been isolated either as natural products or as the products of chemical synthesis... 

Methanol ethanol and isopropyl alcohol are included among the readily available starting materials commonly found m laboratories where organic synthesis is carried out So too are many other alcohols All alcohols of four carbons or fewer as well as most... 

R B Woodward was one of the leading organic chemists of the middle part of the twenti eth century Known pnmanly for his achievements in the synthesis of complex natural products he was awarded the Nobel Pnze in chemistry in 1965 He entered Massachusetts Institute of Tech nology as a 16 year old freshman in 1933 and four years later was awarded the Ph D While a student there he earned out a synthesis of estrone a female sex hormone The early stages of Woodward s estrone synthesis required the conversion of m methoxybenzaldehyde to m methoxy benzyl cyanide which was accomplished in three steps... 

Lactones whose rings are three or four membered (a lactones and p lactones) are very reactive making their isolation difficult Special methods are normally required for the laboratory synthesis of small ring lactones as well as those that contain rings larger than SIX membered... 

Descnbe a scheme for carrying out the following synthesis (In the synthesis reported in the literature four separate operations were required )... 

Solid phase peptide synthesis does not solve all purification problems however Even if every coupling step m the ribonuclease synthesis proceeded in 99% yield the product would be contaminated with many different peptides containing 123 ammo acids 122 ammo acids and so on Thus Memfield and Gutte s six weeks of synthesis was fol lowed by four months spent m purifying the final product The technique has since been refined to the point that yields at the 99% level and greater are achieved with current instrumentation and thousands of peptides and peptide analogs have been prepared by the solid phase method... 

The derivatives are hydroxyethyl and hydroxypropyl cellulose. AH four derivatives find numerous appHcations and there are other reactants that can be added to ceUulose, including the mixed addition of reactants lea ding to adducts of commercial significance. In the commercial production of mixed ethers there are economic factors to consider that include the efficiency of adduct additions (ca 40%), waste product disposal, and the method of product recovery and drying on a commercial scale. The products produced by equation 2 require heat and produce NaCl, a corrosive by-product, with each mole of adduct added. These products are produced by a paste process and require corrosion-resistant production units. The oxirane additions (eq. 3) are exothermic, and with the explosive nature of the oxiranes, require a dispersion diluent in their synthesis (see Cellulose ethers). 

Powder Preparation. The goal in powder preparation is to achieve a ceramic powder which yields a product satisfying specified performance standards. Examples of the most important powder preparation methods for electronic ceramics include mixing/calcination, coprecipitation from solvents, hydrothermal processing, and metal organic decomposition. The trend in powder synthesis is toward powders having particle sizes less than 1 p.m and Httie or no hard agglomerates for enhanced reactivity and uniformity. Examples of the four basic methods are presented in Table 2 for the preparation of BaTiO powder. Reviews of these synthesis techniques can be found in the Hterature (2,5). 

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