FR-900848 substance and preparation thereof

FR-900848 substance, wherein FR-900848 substance has following physico-chemical properties:

• Appearance:
• colorless needles
• Nature:
• acidic
• Melting point:
• 198.degree.-201.degree. C. (dec)
• Specific rotation:
• [.alpha]sub.D.sup.20 :
• -36.22.degree. (c=0.5, DMSO)
• Molecular formula:
• C.sub.32 H.sub.43 N.sub.3 O.sub.6
• Elemental Analysis:
• Calcd:
• for C.sub.32 H.sub.43 N.sub.3 O.sub.6 :
• C, 67.94, H, 7.60, N, 7.43;
• O, 16.97 (%);
• Found:
• C, 68.57;
• H, 7.51;
• N, 7.53;
• (O, 16.39) (%)
• Molecular weight:
• FAB-MS m/z 56
• Solubility:
• soluble:
• dimethylsulfoxide;
• slightly soluble:
• methanol, ethyl acetate, chloroform;
• insoluble:
• water
• Color reaction:
• positive:
• Dragendorff reaction, Ehrlich reaction, cerium sulfate reaction, iodine vapor reaction
• negative:
• Ninhydrin reaction, ferric chloride reaction, Molish reaction
• Thin layer chromatography:
• Rf value (silica plate, Kieselgel 60 F.sub.254, made by Merck & Co., Inc.):
• 0. 55 (chloroform:methanol=5:1);
• 0.70 (chloroform:methanol included 10% acetic acid=5:1)
• High pressure thin layer chromatography:
• Rf value (RP-18 F.sub.254, made by Merck & Co., Inc.):
• 0.21 (methanol:10% acetic acid=9:1)
• High pressure liquid column chromatography (HPLC):
• (Column YMC-Pack A-302 (5 .mu.m, 4.5.times.150 mm) (made by Yamamura Chemical Institute)
• HITACHI M655 HPLC Processor (detect UV 280 nm);
• solvent system methanol:10% acetic acid=9:1);
• retention time:
• 4.42 minutes
• Ultraviolet absorption spectrum:
• .lambda..sub.max.sup.methanol =280 nm (.epsilon.=31,000);
• .lambda..sub.max.sup.0.1N HCl-methanol =280 nm (.epsilon.=31,000);
• .lambda..sub.max.sup.0.1N NaCl-methanol =280 nm (.epsilon.=31,000)
• Infrared absorption spectrum:
• .nu..sub.max.sup.Nujol =3320, 3250, 3055, 3000(sh), 2950(sh), 2920, 2850, 1760, 1708, 1675, 1650, 1615, 1540, 1520(sh), 1480, 1455, 1410, 1395, 1370, 1350, 1330, 1308, 1270, 1245, 1230, 1202, 1180, 1160, 1133, 1120(sh), 1093, 1068, 1030, 1020, 986, 955(sh), 945, 928, 917, 900, 880, 860, 850(sh), 825, 800, 760, 740, 720 cm.sup.-1
• .sup.1 H Nuclear magnetic resonance spectrum:
• (DMSO-d.sub.6, 400.13 MHz);
• .delta.:
• 0.01-0.15 (4H, m), 0.29-0.37 (3H, m), 0.39-0.45 (1H, m), 0.46-0.76 (8H, m), 0.92-1.06 (3H, m), 0.99 (3H, d, J=6 Hz), 1.25 (1H, m), 2.43-2.60 (2H, m), 3.21 (1H, m), 3.26-3.44 (3H, m), 3.69 (1H, m), 3.75 (1H, m), 3.94 (1H, m), 4.91-5.00 (2H, m), 5.02 (1H, d, J=4.9 Hz), 5.12 (1H, d, J=5.6 Hz), 5.64 (1H, dd, J=14.9 and 9.4 Hz), 5.66 (1H, d, J=6.0 Hz), 5.89 (1H, d, J=15.0 Hz), 6.20 (1H, dd, J= 14.9 and 11.1 Hz), 6.94 (1H, dd, J=15.0 and 11.1 Hz), 8.02 (1H, t, J=5.7 Hz), 10.27 (1H, broad s) ppm
• .sup.13 C Nuclear magnetic resonance spectrum:
• (DMSO-d.sub.6, 100.62 Hz);
• .delta.:
• 7.60(t), 7.65(t), 11.16(t), 12.95(t), 14.08(d), 14.37(t), 17.65(d), 17.81(d), 18.02(d), 18.29(d), 18.31(q), 19.67(d), 21.00(d), 21.24(d), 22.01(d), 23.28(d), 30.82(t), 35.97(t), 41.031(t), 70.06(d), 71.18(d), 81.21(d), 87.64(d), 121.45(d), 125.48(d), 130.27(d), 130.622(d), 139.44(d), 145.70(d), 153.10(s), 165.60(s), 170.29(s) ppm.