A synthesis of L-vancosamine derivatives from non-carbohydrate precursors by a short sequence based on the Marshall, McDonald, and Du Bois reactions.
Parker, Kathlyn A.; Chang, Wonsuk; Organic letters 5 (2003) 3891–3893; doi:10.1021/ol035479p

data_1507375
_publ_section_title
;
 A synthesis of L-vancosamine derivatives from non-carbohydrate precursors
 by a short sequence based on the Marshall, McDonald, and Du Bois
 reactions.
;
_journal_issue                   21
_journal_name_full               'Organic letters'
_journal_page_first              3891
_journal_page_last               3893
_journal_paper_doi               10.1021/ol035479p
_journal_volume                  5
_journal_year                    2003
_chemical_formula_sum            'C8 H11 N O3'
_chemical_formula_weight         169.18
_space_group_IT_number           19
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_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
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_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
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_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.436(3)
_cell_length_b                   10.506(4)
_cell_length_c                   12.647(5)
_cell_measurement_temperature    273(2)
_cell_volume                     855.1(6)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.926
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_diffrn_radiation_monochromator  graphite
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_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.3585
_diffrn_reflns_av_sigmaI/netI    0.6625
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            5450
_diffrn_reflns_theta_full        28.61
_diffrn_reflns_theta_max         28.61
_diffrn_reflns_theta_min         2.52
_exptl_absorpt_coefficient_mu    0.101
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             360
_refine_diff_density_max         0.254
_refine_diff_density_min         -0.425
_refine_diff_density_rms         0.080
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   6(5)
_refine_ls_extinction_method     none
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_refine_ls_number_parameters     117
_refine_ls_number_reflns         1971
_refine_ls_number_restraints     0
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_refine_ls_R_factor_all          0.3521
_refine_ls_R_factor_gt           0.0892
_refine_ls_shift/su_max          4.276
_refine_ls_shift/su_mean         0.115
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0512P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1443
_refine_ls_wR_factor_ref         0.2084
_reflns_number_gt                331
_reflns_number_total             1971
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol035479psi20030805_070214.cif
_cod_data_source_block           jwlbt
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P2(1)2(1)2(1)
_cod_database_code               1507375