Asymmetric Synthesis of α,α-Difluoro-β-amino Acid Derivatives from Enantiomerically Pure N-tert-Butylsulfinimines
Donnette D. Staas; Kelly L. Savage; Carl F. Homnick; Nancy N. Tsou; Richard G. Ball; Journal of Organic Chemistry 67 (2002) 8276–8279; doi:10.1021/jo0259313

data_4022245
_publ_section_title
;
 Asymmetric Synthesis of \a,\a-Difluoro-\b-amino Acid
 Derivatives from Enantiomerically Pure N-tert-Butylsulfinimines
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              8276
_journal_page_last               8279
_journal_paper_doi               10.1021/jo0259313
_journal_volume                  67
_journal_year                    2002
_chemical_formula_moiety         'C13 H24 F2 N2 O2 S1, 1.5(H2 O)'
_chemical_formula_sum            'C13 H27 F2 N2 O3.5 S'
_chemical_formula_weight         337.432
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_audit_creation_date             2002-01-22
_audit_creation_method           'cif4actac using savk0101a.cif'
_cell_angle_alpha                90
_cell_angle_beta                 108.894(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.720(2)
_cell_length_b                   28.366(9)
_cell_length_c                   9.655(3)
_cell_measurement_reflns_used    939
_cell_measurement_temperature    100
_cell_measurement_theta_max      26.18
_cell_measurement_theta_min      3.20
_cell_volume                     1741.(2)
_computing_cell_refinement       'SAINT V6.02A'
_computing_data_collection       'SMART V5.054'
_computing_data_reduction        'SAINT V6.02A'
_computing_molecular_graphics
'ORTEP (Johnson, 1965) & PLUTO (Motherwell and Clegg)'
_computing_publication_material  'locally developed software'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_measurement_device       '\k-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker PLATFORM'
_diffrn_measurement_method       '\omega oscillation scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.094
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_k_min       -35
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            19032
_diffrn_reflns_theta_max         26.4
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.22
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.287
_exptl_crystal_density_method    none
_exptl_crystal_description       lath
_exptl_crystal_F_000             724
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.31
_refine_diff_density_min         -0.29
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_extinction_coef       1.000E-06
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_gt    0.969
_refine_ls_goodness_of_fit_ref   0.969
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_parameters     388
_refine_ls_number_reflns         7126
_refine_ls_restrained_S_all      0.969
_refine_ls_R_factor_gt           0.043
_refine_ls_shift/su_max          0.01
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.091
_refine_ls_wR_factor_ref         0.105
_reflns_number_gt                5749
_reflns_number_total             7126
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo0259313_s2.cif
_cod_data_source_block           compound_savk0101a
_cod_original_sg_symbol_H-M      'P 21'
_cod_original_formula_sum        'C13 H27 F2 N2 O3.5 S1'
_cod_database_code               4022245