Synthetic Studies toward GKK1032s, Novel Antibiotic Antitumor Agents: Enantioselective Synthesis of the Fully Elaborated Tricyclic Core via an Intramolecular Diels-Alder Cycloaddition
Asano, Moriteru; Inoue, Munenori; Watanabe, Kazuhiro; Abe, Hideki; Katoh, Tadashi; Journal of Organic Chemistry 71 (2006) 6942–6951; doi:10.1021/jo0610208

data_4021941
_publ_contact_author
;    Tadashi Katoh
    Tohoku Pharmacetucal University
    4-4-1 Komatsushim, Aoba-ku, Sendai
    981-8558, Japan
;
_publ_contact_author_email       katoh@tohoku-pharm.ac.jp
_publ_section_title
;
 Synthetic Studies toward GKK1032s, Novel Antibiotic Antitumor Agents:
 Enantioselective Synthesis of the Fully Elaborated Tricyclic Core via
 an Intramolecular Diels-Alder Cycloaddition
;
_journal_issue                   18
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              6942
_journal_page_last               6951
_journal_paper_doi               10.1021/jo0610208
_journal_volume                  71
_journal_year                    2006
_chemical_formula_moiety         ' C16 H30 O5 '
_chemical_formula_sum            'C16 H30 O5'
_chemical_formula_weight         302.40
_chemical_melting_point          375
_chemical_name_systematic
;
(1S,4S,4aR,5R,6S,7S,8aR)-1-Methoxy-4-methoxymethoxy-1,5,7,8a-tetramethyl-
4a,5,6,7,8,8a-hexahydroisochroman-6-ol
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_type_scat_source           'International Tables (1974)'
_cell_angle_alpha                90(0)
_cell_angle_beta                 90(0)
_cell_angle_gamma                90(0)
_cell_formula_units_Z            4
_cell_length_a                   11.195(3)
_cell_length_b                   15.666(6)
_cell_length_c                   9.728(3)
_cell_volume                     1706.1(9)
_computing_cell_refinement       Crystan-GM
_computing_data_collection       Crystan-GM
_computing_data_reduction        Crystan-GM
_computing_molecular_graphics    Crystan-GM
_computing_publication_material  Crystan-GM
_computing_structure_refinement  Crystan-GM
_computing_structure_solution    Crystan-GM
_diffrn_measurement_device       'Mac Science MXC18'
_diffrn_measurement_method       theta/omega
_diffrn_radiation_type           ' Cu K-alpha '
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.00
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1727
_exptl_absorpt_coefficient_mu    6.638
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.20
_exptl_crystal_density_meas      1.18
_exptl_crystal_description       prism
_exptl_crystal_preparation       'diethyl ether'
_exptl_crystal_size_max          0.400000
_exptl_crystal_size_mid          0.300000
_exptl_crystal_size_min          0.250000
_refine_diff_density_max         -0.21
_refine_diff_density_min         0.14
_refine_ls_extinction_coef       0.0000
_refine_ls_extinction_method     Larson
_refine_ls_goodness_of_fit_obs   0.23986E+01
_refine_ls_hydrogen_treatment
;
;
_refine_ls_number_parameters     355
_refine_ls_number_reflns         1617
_refine_ls_R_factor_obs          0.0396
_refine_ls_shift/esd_max         0.0179
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      ' Count statistics    '
_refine_ls_wR_factor_obs         0.0477
_reflns_number_observed          1621
_reflns_number_total             1651
_reflns_observed_criterion       refl_observed_if_F_>_0.20_sigma(F)
_cod_data_source_file            jo0610208si20060706_123204.cif
_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.

'_exptl_absorpt_correction_type' value ' none ' changed to
'none' 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_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_chemical_melting_point' value '375K' was changed to '375' - the
value should be numeric and without a unit
designator.

'_atom_site_thermal_displace_type' tag value 'Uij' was
replaced with 'Uani' value 30 times.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_sg_symbol_H-M      ' P 21 21 21 '
_cod_database_code               4021941