OligArch: A software tool to allow artificially expanded genetic information systems (AEGIS) to guide the autonomous self-assembly of long DNA constructs from multiple DNA single strands

• Kevin M. Bradley and
• Steven A. Benner

Beilstein J. Org. Chem. 2014, 10, 1826–1833, doi:10.3762/bjoc.10.192

• software product to assist in the design of the fragments to be assembled. That product, OligArch (for “oligonucleotide architecting”) is described here. While other packages exist that output designed oligonucleotides for large-scale synthesis, such as GeneGenie [11], DNAWorks [12], and Gene2Oligo [13

Continuous flow nitration in miniaturized devices

• Amol A. Kulkarni

Beilstein J. Org. Chem. 2014, 10, 405–424, doi:10.3762/bjoc.10.38

• step to isolate the product. However, since the large-scale synthesis of nitropyrazoles is not a safe reaction under batch conditions, the continuous flow synthesis is the process of choice. Henke and Winterbauer [46] reported a corrosion resistant microreactor built up of PTFE and tantalum for the

Garner’s aldehyde as a versatile intermediate in the synthesis of enantiopure natural products

• Mikko Passiniemi and
• Ari M.P. Koskinen

Beilstein J. Org. Chem. 2013, 9, 2641–2659, doi:10.3762/bjoc.9.300

• and have to be used in large amounts. Thirdly, the formylation reaction was performed only in a 5 mmol scale and was not optimized for large scale synthesis. Asymmetric induction with Garner’s aldehyde Nucleophilic addition to Garner’s aldehyde gives an easy access to 2-amino-1,3-dihydroxypropyl

Synthesis of homo- and heteromultivalent carbohydrate-functionalized oligo(amidoamines) using novel glyco-building blocks

• Felix Wojcik,
• Sinaida Lel,
• Alexander G. O’Brien,
• Peter H. Seeberger and
• Laura Hartmann

Beilstein J. Org. Chem. 2013, 9, 2395–2403, doi:10.3762/bjoc.9.276

• DDS 1 and thioglycosides 2–7 are required. The large scale synthesis of DDS 1 was achieved according to a published procedure [26]. The required β-thioglycosides 2–7 were prepared via their corresponding glycosyl bromides followed by SN2 displacement of the anomeric bromide with thiourea [41] or Na2S

An overview of the synthetic routes to the best selling drugs containing 6-membered heterocycles

• Marcus Baumann and
• Ian R. Baxendale

Beilstein J. Org. Chem. 2013, 9, 2265–2319, doi:10.3762/bjoc.9.265

• the key aryl–aryl bonds and is suitable for analogue synthesis the route is not considered feasible for large scale synthesis due to the toxicity of the tin species and the inherent costs of the specifically functionalised starting materials and palladium catalysts. For this reason a de novo synthesis

A scalable synthesis of the (S)-4-(tert-butyl)-2-(pyridin-2-yl)-4,5-dihydrooxazole ((S)-t-BuPyOx) ligand

• Hideki Shimizu,
• Jeffrey C. Holder and
• Brian M. Stoltz

Beilstein J. Org. Chem. 2013, 9, 1637–1642, doi:10.3762/bjoc.9.187

• method for the large-scale synthesis of (S)-t-BuPyOx was known (a number of syntheses are known, including [26]). We sought to address this shortcoming by developing an efficient route starting from a cheap, commercially available precursor to pyridinooxazoline ligands. Herein, we report an efficient

Organotellurium-mediated living radical polymerization under photoirradiation by a low-intensity light-emitting diode

• Yasuyuki Nakamura and
• Shigeru Yamago

Beilstein J. Org. Chem. 2013, 9, 1607–1612, doi:10.3762/bjoc.9.183

• available LED, implementation to large scale synthesis should be feasible. Furthermore, the activation of the dormant species does not require thermal stimuli, and so independent control of the initiation (radical generation) and the propagation should be possible. Experimental General: All reactions

Koch–Haaf reaction of adamantanols in an acid-tolerant hastelloy-made microreactor

• Takahide Fukuyama,
• Yu Mukai and
• Ilhyong Ryu

Beilstein J. Org. Chem. 2011, 7, 1288–1293, doi:10.3762/bjoc.7.149

• causes a serious problem especially for large scale synthesis. Herein, we report that the Koch–Haaf reaction in a microflow reactor can be carried out at room temperature without any cooling equipment. The employed hastelloy-made microreactor system was compatible with corrosive (strongly acidic

Highly efficient gold(I)-catalyzed Overman rearrangement in water

• Dong Xing and
• Dan Yang

Beilstein J. Org. Chem. 2011, 7, 781–785, doi:10.3762/bjoc.7.88

• substituted allylic trichloroacetamides. This transformation was performed in water under very mild reaction conditions and could be carried out on the gram-scale with low catalyst loading and simple work-up procedure, making it potentially applicable to the industrial community for large-scale synthesis

The preparation of 3-substituted-1,5-dibromopentanes as precursors to heteracyclohexanes

• Bryan Ringstrand,
• Martin Oltmanns,
• Jeffrey A. Batt,
• Aleksandra Jankowiak,
• Richard P. Denicola and
• Piotr Kaszynski

Beilstein J. Org. Chem. 2011, 7, 386–393, doi:10.3762/bjoc.7.49

• , is more general and suitable for large scale synthesis, but involves an additional step. Tetrahydropyrans VIII can be prepared in two steps via Wittig olefination. The efficiency of this method is limited by the initial olefination step of tetrahyro-4H-pyran-4-one, where the yields range from 20–40

Synthesis and crystallographic analysis of meso-2,3-difluoro-1,4-butanediol and meso-1,4-dibenzyloxy-2,3-difluorobutane

• Bruno Linclau,
• Leo Leung,
• Jean Nonnenmacher and
• Graham Tizzard

Beilstein J. Org. Chem. 2010, 6, No. 62, doi:10.3762/bjoc.6.62

• Bruno Linclau Leo Leung Jean Nonnenmacher Graham Tizzard School of Chemistry, University of Southampton, Highfield, Southampton SO17 1BJ, UK 10.3762/bjoc.6.62 Abstract A large-scale synthesis of meso-2,3-difluoro-1,4-butanediol in 5 steps from (Z)-but-2-enediol is described. Crystallographic

Acid- mediated reactions under microfluidic conditions: A new strategy for practical synthesis of biofunctional natural products

• Katsunori Tanaka and
• Koichi Fukase

Beilstein J. Org. Chem. 2009, 5, No. 40, doi:10.3762/bjoc.5.40

• -scale operation, the same conditions are directly applicable to large-scale synthesis under the flow process. We have been applying these advantageous features of the microfluidic systems to the “key” but “problematic” acid-mediated reactions under the conventional batch apparatus, in practically

• performed in each entry of Table 3. Furthermore, no special dehydration procedures, such as pre-drying of the reaction apparatus and the solvents by molecular seives, are necessary, making the present microflow reaction a practical procedure for large-scale synthesis [30]. Based on the established

Diels- Alder reactions using 4,7-dioxygenated indanones as dienophiles for regioselective construction of oxygenated 2,3-dihydrobenz[f]indenone skeleton

• Natsuno Etomi,
• Takuya Kumamoto,
• Waka Nakanishi and
• Tsutomu Ishikawa

Beilstein J. Org. Chem. 2008, 4, No. 15, doi:10.3762/bjoc.4.15

• salt for the synthesis of bromonaphthalene 6 [24] hampered large-scale synthesis of 4. Towards a solution to this problem, we planned the synthesis of 4 via A-ring construction by DAR of indanone-type compounds and oxygenated dienes: i. e. 1) DAR of indanetrione 8 and 1-methoxy-1,3-butadiene (7) (path

Synthesis of phosphorothioates using thiophosphate salts

• Babak Kaboudin and
• Fatemeh Farjadian

Beilstein J. Org. Chem. 2006, 2, No. 4, doi:10.1186/1860-5397-2-4

• microwave irradiation produces high yields of phosphothioates (S-alkylation, Scheme 1). [44] We decided to investigate the reaction of this ambident nuclophile under different conditions (different leaving groups and solvents). Firstly, we introduce a novel method for large-scale synthesis of ammonium O,O