50-02-2

地塞米松(50-02-2)红外图谱(IR2)

分子式:C22H29FO5

分子量: 392.47

InChI:InChI=1/C22H29FO5/c1-12-8-16-15-5-4-13-9-14(25)6-7-19(13,2)21(15,23)17(26)10-20(16,3)22(12,28)18(27)11-24/h6-7,9,12,15-17,24,26,28H,4-5,8,10-11H2,1-3H3/t12-,15+,16+,17+,19+,20+,21+,22+/s3

InChIKey: UREBDLICKHMUKA-WOZIDBKKNA-N

Smiles:F[C@]12[C@H](C[C@@]3([C@@](O)(C(=O)CO)[C@H](C)C[C@@]3([H])[C@]1([H])CCC1=CC(=O)C=C[C@]21C)C)O |&1:1,2,4,5,11,14,16,26,r|

Mass

MS-NW-8568          
9alpha-fluoro-11beta,17alpha,21-trihydroxy-16alpha-methyl-1,4-pregnadiene-3,20-dione
C22H29FO5           (Mass of molecular ion:    392)

   Source Temperature: 240 °C
   Sample Temperature: 180 °C
   Direct, 75 eV

      17.0       1.1
      18.0       5.7
      27.0       2.2
      28.0       3.9
      29.0       7.7
      30.0       5.0
      31.0       5.3
      32.0       1.4
      39.0       3.0
      41.0      10.5
      42.0       3.6
      43.0      10.4
      44.0       1.7
      45.0       1.6
      51.0       1.3
      53.0       4.3
      55.0       8.6
      57.0       2.8
      58.0       1.1
      59.0       1.6
      60.0       4.5
      65.0       3.0
      67.0       4.2
      69.0       6.6
      71.0       2.4
      73.0       3.3
      77.0       8.0
      78.0       1.9
      79.0       5.2
      81.0       4.4
      82.0       1.0
      83.0       3.6
      85.0       2.4
      87.0       1.9
      91.0      14.5
      92.0       3.6
      93.0       5.5
      94.0       1.6
      95.0       5.2
      96.0       1.6
      97.0       2.4
      99.0       1.5
     101.0       1.0
     103.0       2.1
     105.0       4.4
     106.0       1.3
     107.0       9.9
     108.0       5.6
     109.0       7.2
     110.0       1.8
     111.0       3.8
     113.0       1.6
     115.0       3.8
     116.0       1.6
     117.0       4.7
     119.0       3.3
     120.0       2.9
     121.0      49.3
     122.0     100.0
     123.0      12.8
     124.0       2.8
     125.0       3.4
     127.0       2.5
     128.0       2.3
     129.0       2.5
     131.0       3.6
     132.0       1.3
     133.0       5.7
     134.0       8.9
     135.0      15.3
     136.0       4.8
     137.0       4.1
     138.0       1.0
     139.0       6.6
     140.0       1.4
     141.0       3.0
     142.0       1.1
     143.0       1.5
     144.0       1.4
     145.0       5.0
     146.0       3.8
     147.0      14.8
     148.0       2.4
     149.0       2.3
     150.0       1.1
     151.0       1.8
     152.0       2.6
     153.0       2.5
     155.0       1.4
     157.0       2.1
     158.0       2.6
     159.0       7.6
     160.0      13.3
     161.0       6.1
     162.0       1.3
     163.0       2.3
     165.0       2.7
     166.0       1.0
     167.0       1.3
     169.0       1.4
     171.0       4.2
     172.0       1.8
     173.0       4.1
     174.0       1.5
     175.0       2.1
     177.0       1.8
     178.0       1.5
     179.0       2.6
     181.0       1.7
     183.0       1.6
     184.0       2.2
     185.0       4.0
     186.0       4.2
     187.0       5.9
     188.0       1.7
     189.0       2.6
     191.0       1.8
     193.0       1.4
     195.0       1.9
     196.0       1.0
     197.0       2.4
     198.0       1.1
     199.0       2.1
     201.0       1.0
     202.0       1.3
     203.0       1.8
     205.0       1.0
     207.0       1.2
     208.0       1.5
     209.0       2.6
     210.0       1.4
     211.0       2.9
     212.0       1.4
     213.0       4.4
     214.0       2.2
     215.0       1.2
     221.0       1.5
     222.0       1.0
     223.0       8.6
     224.0       3.6
     225.0       3.5
     226.0       1.8
     227.0       3.8
     228.0       1.3
     236.0       1.7
     237.0       3.1
     238.0       5.0
     239.0       2.8
     240.0       1.4
     241.0       2.8
     242.0       6.3
     243.0       1.9
     251.0       1.4
     253.0       3.9
     254.0       1.6
     255.0       4.7
     256.0       1.9
     267.0       1.3
     268.0       3.7
     269.0       2.0
     277.0       2.3
     278.0       1.1
     279.0       3.4
     280.0       1.0
     281.0       1.2
     282.0       1.1
     284.0       2.4
     294.0       1.2
     295.0       2.9
     296.0       1.1
     297.0       1.9
     312.0      12.2
     313.0       3.6
     314.0       1.1
     315.0       8.8
     316.0       2.0
     324.0       1.0
     325.0       1.2
     333.0       4.1
     334.0       1.1
     340.0       1.7
     342.0      14.9
     343.0       4.3
     345.0       1.5
     354.0       1.3
     356.0       1.0
     372.0       2.0

400 MHz in DMSO-d6

90 MHz in DMSO-d6

¹H NMR	399.65 MHz
C₂₂ H₂₉ F O₅	0.041 g : 0.5 ml DMSO-d₆
9alpha-fluoro-11beta,17alpha,21-trihydroxy-16alpha-methyl-1,4-pregnadiene-3,20-dione

    Assign.     Shift(ppm)

      A             7.296
      B             6.227
      C             6.012
      D             5.30
      E             4.97
      F             4.70
      G     *1      4.496
      J             4.15
      K     *1      4.081
      L             2.95
      M             2.616
      N             2.35
      P             2.32
      Q             2.14
      R             2.09
      S             1.769
      T             1.626
      U             1.487
      V             1.44
      W             1.356
      X             1.069
      Y             0.867
      Z             0.785
     
     J(A,B)=10.1HZ. J(B,C)=1.8HZ. J(D,J)=4.1HZ. J(D,F-19)=1.5HZ.
     J(G,F)=J(K,F)=5.9HZ. J(G,K)=19.2HZ. J(L,Z)=7.3HZ. J(Q,V)=13.7HZ.
     J(P,W)=5.1HZ. J(S,N)=4.2HZ. J(F-19,N)=29.4HZ.
     ASSIGNED BY COSY.

     Hz     ppm     Int.

   2921.26   7.310    197
   2911.13   7.285    205
   2494.38   6.242    157
   2492.55   6.237    157
   2484.25   6.217    151
   2482.42   6.212    154
   2402.59   6.012    224
   2118.77   5.302    108
   2117.31   5.298    123
   2114.87   5.292    120
   2113.16   5.288    104
   1985.11   4.968    421
   1883.54   4.713     68
   1877.69   4.699    147
   1871.83   4.684     76
   1810.06   4.530     71
   1804.20   4.515     68
   1790.89   4.482     91
   1785.03   4.467     77
   1662.60   4.161     55
   1660.89   4.156     55
   1659.30   4.152     49
   1656.86   4.146     47
   1656.37   4.145     48
   1655.88   4.144     48
   1654.05   4.139     49
   1652.34   4.135     55
   1651.98   4.134     55
   1651.25   4.132     55
   1650.88   4.131     55
   1650.51   4.130     56
   1642.09   4.109     82
   1636.47   4.095     82
   1622.92   4.061     69
   1617.19   4.047     64
   1185.42   2.967     42
   1182.25   2.959     41
   1181.52   2.957     39
   1178.59   2.950     59
   1174.93   2.940     41
   1174.44   2.939     41
   1171.51   2.932     42
   1049.07   2.625     50
   1044.07   2.613     50
   1043.46   2.611     50
    936.89   2.345     77
    932.86   2.335     78
    924.19   2.313     72
    923.22   2.311     68
    922.00   2.308     64
    921.39   2.306     63
    919.92   2.302     72
    865.11   2.165     43
    862.18   2.158     60
    861.69   2.157     60
    859.74   2.152     49
    859.01   2.150     50
    858.28   2.148     51
    856.81   2.144     49
    856.45   2.144     49
    848.14   2.123     97
    844.60   2.114     88
    836.30   2.093     59
    835.82   2.092     58
    714.11   1.787     44
    713.62   1.786     45
    707.28   1.770     47
    706.91   1.769     47
    703.49   1.761     39
    701.17   1.755     49
    700.81   1.754     49
    655.64   1.641     69
    655.27   1.640     69
    643.68   1.611     68
    594.36   1.488   1000
    587.52   1.471     39
    582.40   1.458     94
    582.03   1.457     93
    568.73   1.424     82
    548.58   1.373     42
    548.10   1.372     42
    545.78   1.366     39
    544.07   1.362     43
    536.13   1.342     40
    535.77   1.341     39
    439.70   1.101     38
    439.33   1.100     38
    435.42   1.090     41
    431.52   1.080     46
    427.37   1.070     69
    423.34   1.060     44
    346.56   0.868    870
    317.14   0.794    419
    309.81   0.776    403

¹H NMR	89.56 MHz
C₂₂ H₂₉ F O₅	0.030 g : 0.5 ml DMSO-d₆
9alpha-fluoro-11beta,17alpha,21-trihydroxy-16alpha-methyl-1,4-pregnadiene-3,20-dione

    Assign.     Shift(ppm)

      A             7.289
      B             6.217
      C             6.01
      D             5.26
      E             4.93
      F             4.62
      G             4.54
      J             4.11
      K             4.06
      L             2.93
      M             2.64
      N          2.57 to 2.290
      P          2.29 to 1.980
      Q          1.98 to 0.360
      R             1.489
      S             0.872
      T             0.790

     Hz     ppm     Int.

    658.31   7.351    173
    648.25   7.239    210
    562.75   6.284    134
    560.75   6.262    161
    552.56   6.170    113
    550.69   6.149    150
    537.94   6.007    205
    469.50   5.243    112
    441.19   4.927    398
    421.75   4.710     41
    421.38   4.706     39
    418.56   4.674     38
    413.75   4.620    209
    397.69   4.441    107
    394.88   4.410     40
    394.56   4.406     43
    393.88   4.398     44
    391.94   4.377     73
    369.63   4.128    119
    264.00   2.948     50
    212.25   2.370    117
    185.25   2.069    124
    151.31   1.690     94
    145.25   1.622     44
    144.81   1.617     43
    144.50   1.614     42
    144.19   1.610     43
    143.75   1.606     46
    139.75   1.561     84
    139.44   1.557     84
    138.88   1.551     90
    133.19   1.488   1000
    126.19   1.409    109
    125.88   1.406    107
    122.94   1.373    127
    122.50   1.368    132
    122.13   1.364    131
    120.56   1.347    121
    119.69   1.337    107
    116.81   1.305     65
    116.44   1.301     65
    116.06   1.296     62
    115.44   1.289     60
     95.75   1.070     77
     85.13   0.951     40
     84.63   0.945     41
     78.00   0.871    808
     74.00   0.827    440
     66.81   0.746    376

in DMSO-d6