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Search for "retrosynthetic analysis" in Full Text gives 136 result(s) in Beilstein Journal of Organic Chemistry.
Brønsted acid-promoted azide–olefin [3 + 2] cycloadditions for the preparation of contiguous aminopolyols: The importance of disiloxane ring size to a diastereoselective, bidirectional approach to zwittermicin A
Beilstein J. Org. Chem. 2010, 6, 1206–1210, doi:10.3762/bjoc.6.138
- traditional 6-membered dialkoxysilane. The anti,anti-selectivity observed in this transformation provides a foundation for the straightforward preparation of the aminopolyol backbone of (−)-zwittermicin A using a bidirectional chain functionalization strategy. Retrosynthetic analysis outlining the
A bivalent glycopeptide to target two putative carbohydrate binding sites on FimH
Beilstein J. Org. Chem. 2010, 6, 801–809, doi:10.3762/bjoc.6.90
- strategy [25] was applied to connect the monosaccharide and the trisaccharide part of the bivalent glycopeptide target structure 1 (Figure 2). Accordingly, retrosynthetic analysis of 1 leads to the 2-azidoethyl glycosides 2 and 5, with the azido group masking an amino function; two pentaglycine spacer
Synthesis of gem-difluoromethylenated analogues of boronolide
Beilstein J. Org. Chem. 2010, 6, No. 37, doi:10.3762/bjoc.6.37
- the conjugated double bond as an acceptor with minimum steric change. In this article we describe the concise synthesis of gem-difluoromethylenated analogues 4–7 of boronolide. Results and Discussion The retrosynthetic analysis of the target molecules 4–7 is outlined in Scheme 1. We envisioned that
- constructed by diastereoselective propargylation of the aldehyde. According to the retrosynthetic analysis our synthesis embarked from aldehyde 9, which was prepared from commercially available D-glucono-δ-lactone (8) in six steps, based on the reported route [15] (Scheme 2). The synthesis of the fluorine
- and the efficient construction of α,β-unsaturated-δ-lactones 15a–b via the BAIB/TEMPO-procedure. Boronolide (1), boronolide analogues 2–3 and gem-difluoromethylenated analogues 4–7. Retrosynthetic analysis of target molecules 4–7. Synthesis of target molecules 4–5. Synthesis of target molecules 6–7
A short and efficient synthesis of valsartan via a Negishi reaction
Beilstein J. Org. Chem. 2010, 6, No. 27, doi:10.3762/bjoc.6.27
- , 138.2, 131.54, 131.1, 131.0, 129.3,128.8, 128.2, 127.4, 126.7, 70.3, 63.4, 49.9, 32.9, 28.05, 27.3, 22.2, 20.6, 14.2; ESIMS: m/z calcd [M]+: 435; found: 436 [M+H]+; HRMS (ESI): m/z calcd [M]+: 435.5187; found: 435.5125 [M]+ Valsartan. Retrosynthetic analysis of 8. (a) Et3N, CH2Cl2, 0 °C, 95%; (b) NaH
A short synthesis of (±)-cherylline dimethyl ether
Beilstein J. Org. Chem. 2009, 5, No. 80, doi:10.3762/bjoc.5.80
- are Michael addition, radical azidonation of aldehydes [18], Curtius rearrangement, and reduction of an isocyanate intermediate followed by Pictet–Spengler cyclization. Results and Discussion Our retrosynthetic analysis of (±)-cherylline dimethyl ether (5) is depicted in Scheme 1. It can be
- -1,2,3,4-tetrahydroisoquinolines. Retrosynthetic analysis of 5. (a) 1,2-Dimethoxybenzene, TFA, reflux, 3 h, 90%; (b) DIBAL-H, CH2Cl2, −78 °C, 3 h, 65%; (c) (i) NaN3, ICl, acetonitrile, CH2Cl2, 0–5 °C (ii) toluene, 110 °C, 1 h, 65%; (d) LiAlH4, THF, reflux, 24 h, 90% (e) HCHO, acetic acid, 90 °C, 2 h, 45
Mitomycins syntheses: a recent update
Beilstein J. Org. Chem. 2009, 5, No. 33, doi:10.3762/bjoc.5.33
A short stereoselective synthesis of (+)-(6R,2′S)-cryptocaryalactone via ring- closing metathesis
Beilstein J. Org. Chem. 2009, 5, No. 14, doi:10.3762/bjoc.5.14
- moiety [36][37], and herein we describe a short and efficient synthesis of cryptocaryalactone 1. Results and Discussion Retrosynthetic analysis Retrosynthetic analysis (Figure 2) reveals that compound 1 could be synthesized from bis-olefin 6 by a ring-closing metathesis reaction, while the bis-olefin
Sordarin, an antifungal agent with a unique mode of action
Beilstein J. Org. Chem. 2008, 4, No. 31, doi:10.3762/bjoc.4.31
- overall yield of 2%. Mander’s synthesis of sordaricin As early as 1991, Mander reported model studies [24][25] for sordaricin synthesis using intramolecular [4+2] cycloaddition, and this work culminated in a total synthesis of Sordaricin in 2003 [14][15]. Scheme 4 depicts Mander’s retrosynthetic analysis
Tether- directed synthesis of highly substituted oxasilacycles via an intramolecular allylation employing allylsilanes
Beilstein J. Org. Chem. 2007, 3, No. 6, doi:10.1186/1860-5397-3-6
- results with those for the Ph substrate, 4b, which represents one of the more sterically demanding substituents. Results and discussion The desired cyclisation precursors 4a and 4b were prepared using our well-established method. [3] The retrosynthetic analysis for the anti series of products is outlined
Reaction of benzoxasilocines with aromatic aldehydes: Synthesis of homopterocarpans
Beilstein J. Org. Chem. 2007, 3, No. 5, doi:10.1186/1860-5397-3-5
- trans-2-(2-pivaloyloxyphenyl)-3-vinylchroman prepared through Sakurai reaction. In this way we have outlined an alternative synthetic strategy for the preparation of non natural analogs of the pterocarpans with promising biologic activities. Retrosynthetic analysis for the homopterocarpan skeleton
Synthesis and glycosidase inhibitory activity of new hexa- substituted C8-glycomimetics
Beilstein J. Org. Chem. 2005, 1, No. 12, doi:10.1186/1860-5397-1-12
- glycosidases have been carried out. For these C8-glycomimetics, weak activities were observed, which can probably be explained by a too high conformational flexibility of such structures. Experimental See Supporting Information File 1. Sugars, iminosugars and carbasugars. Retrosynthetic analysis. 1D proton NMR
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