Two short approaches to the COVID-19 drug β-D-<i>N</i><sup>4</sup>-hydroxycytidine and its prodrug molnupiravir.
Persaud, Kevin E.; Sahu, Rajesh R.; Neary, Michelle C.; Kapdi, Anant R.; Lakshman, Mahesh K.; Organic & biomolecular chemistry 22 (2024) 735–740; doi:10.1039/d3ob02039h

data_7159722
_publ_section_title
;
 Two short approaches to the COVID-19 drug
 &#x3b2;-D-<i>N</i><sup>4</sup>-hydroxycytidine and its prodrug
 molnupiravir.
;
_journal_issue                   4
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              735
_journal_page_last               740
_journal_paper_doi               10.1039/d3ob02039h
_journal_volume                  22
_journal_year                    2024
_chemical_absolute_configuration ad
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_space_group_name_H-M_alt        'P 1 21 1'
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;
2023-11-13 deposited with the CCDC.	2023-12-15 downloaded from the CCDC.
;
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_cell_volume                     575.52(2)
_computing_cell_refinement       'Bruker SAINT'
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_diffrn_reflns_limit_l_min       -16
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_diffrn_reflns_point_group_measured_fraction_full 0.971
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_refine_ls_abs_structure_details
; 
 Flack x determined using 1035 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.14(12)
_refine_ls_extinction_coef       0.008(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
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_refine_ls_hydrogen_treatment    mixed
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_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.050
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_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0485P)^2^+0.1386P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0745
_refine_ls_wR_factor_ref         0.0747
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_reflns_Friedel_fraction_full    0.961
_reflns_Friedel_fraction_max     0.959
_reflns_number_gt                2274
_reflns_number_total             2288
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3ob02039h2.cif
_cod_data_source_block           1231-kp-04-56
_cod_depositor_comments          'Adding full bibliography for 7159722.cif.'
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               7159722
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_min   0.795
_shelx_estimated_absorpt_t_max   0.899
_shelx_res_checksum              63838