re = /(?:(?:(^ *-? +)|(\d+ +cases?)|(Product\w+)|(\d{4})|(\$[\d,.]+)|(Warehouse +\w+)|(-[^-\n]+(?:-|$)))(?: +(?:of|at|in) +| +)?)+/m
str = ' - 1 case of ProductA 2020 at $123,456.00 in Warehouse A
- 2 cases of ProductB 2025 at $123,456.00 in Warehouse B - optional remark
- ProductC - optional remark - 3 cases at $987,654.00 in 2050 in Warehouse C'
subst = '\\2\\t\\3\\t\\4\\t\\5\\t\\6\\t\\7'
result = str.gsub(re, subst)
# Print the result of the substitution
puts result
Please keep in mind that these code samples are automatically generated and are not guaranteed to work. If you find any syntax errors, feel free to submit a bug report. For a full regex reference for Ruby, please visit: http://ruby-doc.org/core-2.2.0/Regexp.html