Structure Elucidation and Enantioselective Total Synthesis of the Potent HMG-CoA Reductase Inhibitor FR901512 via Catalytic Asymmetric Nozaki-Hiyama Reactions
Masahiro Inoue; Masahisa Nakada; Journal of the American Chemical Society 129 (2007) 4164–4165; doi:10.1021/ja070812w

data_4109295
_publ_section_title
;
 Structure Elucidation and Enantioselective Total Synthesis of the Potent
 HMG-CoA Reductase Inhibitor FR901512 via Catalytic Asymmetric
 Nozaki-Hiyama Reactions
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              4164
_journal_page_last               4165
_journal_paper_doi               10.1021/ja070812w
_journal_volume                  129
_journal_year                    2007
_chemical_absolute_configuration 'CHOOSE rm ad rmad syn or unk'
_chemical_formula_moiety         'C27 H23 Br N2 O8 '
_chemical_formula_sum            'C27 H23 Br N2 O8'
_chemical_formula_weight         583.39
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      4
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_cell_angle_alpha                90.0000
_cell_angle_beta                 101.9850(15)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            2
_cell_length_a                   5.4978(3)
_cell_length_b                   17.7771(7)
_cell_length_c                   13.4393(6)
_cell_measurement_reflns_used    9148
_cell_measurement_temperature    173.1
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.1
_cell_volume                     1284.86(10)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.7.0'
_computing_structure_refinement  CRYSTALS
_computing_structure_solution    SIR92
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.055
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            12686
_diffrn_reflns_theta_full        27.46
_diffrn_reflns_theta_max         27.46
_exptl_absorpt_coefficient_mu    1.658
_exptl_absorpt_correction_T_max  0.780
_exptl_absorpt_correction_T_min  0.426
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
    Higashi, T. (1995). Program for Absorption Correction.
    Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.508
_exptl_crystal_description       platelet
_exptl_crystal_F_000             596.00
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.60
_refine_diff_density_min         -0.61
_refine_ls_abs_structure_details
'Flack, H. D. (1983), Acta Cryst. A39, 876-881.  2784 Friedel Pairs'
_refine_ls_abs_structure_Flack   -0.001(5)
_refine_ls_extinction_coef       -76(4)
_refine_ls_extinction_method
'Larson (1970) Crystallographic Computing eq. 22'
_refine_ls_goodness_of_fit_ref   0.674
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     552
_refine_ls_number_reflns         3329
_refine_ls_R_factor_gt           0.0285
_refine_ls_shift/su_max          0.0046
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     'w = 1/[1.0000\s(Fo^2^)]/(4Fo^2^)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0559
_reflns_number_gt                3300
_reflns_number_total             5803
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            ja070812wsi20070205_013842.cif
_cod_data_source_block           '_inouesan'
_cod_original_formula_sum        'C27 H23 Br N2 O8 '
_cod_database_code               4109295