Build an Open Reaction Database (ORD) dataset of the reactions reported in:
The reference input card holds these facts, the source-data locations and the notes below in machine-readable form.
Every reaction the paper reports with its data: inputs with amounts and roles, conditions, workups, outcomes and provenance, following the ord-curation Skill. Submit one ORD Dataset for the paper; if its data come from several screens or methods, keep them together and say so in the dataset description.
Org. Process Res. Dev. 2018, 22, 54-61 (DOI 10.1021/acs.oprd.7b00295). An automated reaction-screening platform was used for a design-of-experiments (DoE) and kinetic study of an early step in the synthesis of a late-phase API candidate. The study tracks key impurities, especially a diastereomer that leads to a critical-quality-attribute impurity. The factors were acetic acid, methanesulfonic acid, solvent volume, amino alcohol equivalents and reaction temperature. Reported diastereomer levels were 2.5-5.4 mol %. The data is in tables in the SI PDF. The article is closed access. Pitfalls: this is a two-stage (reaction A / reaction B) telescoped process, the outcomes are impurity levels and kinetic time courses rather than yields, and some structures may be shown only as compound numbers.
Known locations:
Outcomes are impurity and diastereomer mol % and time-course samples, so ORD needs several ReactionOutcomes at different reaction times, or one Reaction per sampling point. A telescoped two-step process must be represented either as multiple ReactionInputs added over time or as linked reactions. DoE runs vary continuous factors, so amounts must be computed from equivalents and volumes. API intermediate structures may not be fully disclosed.
dataset: the ORD Dataset, compressed (.binpb.gz, .pb.gz, .txtpb.gz, .pbtxt.gz or .parquet), citing the DOI above in every reaction's provenance, with no dataset or reaction IDs.sources: a .zip with a README.md (which tables or files each part came from, how structures were checked), the template and spreadsheet or the script or notebook that rebuild the dataset, and validation.txt, the output of ORD's validator (ord-schema 0.8.3) on the dataset file.Open the wishlist card. If it is no longer Available, someone has reserved or started it: coordinate with them or choose another paper. Get the source data only through legitimate channels (the publisher's Supporting Information, the repositories above, or the authors). Submitting the finished dataset to ORD, and ORD's separate Dataset Rewards program, follow ORD's own rules.