189073. lajstromszámú szabadalom • Eljárás azino-metil-rifamicin-származékok előállítására

189 073

2

12.03 és 13,40 8 (s, -OH ésJlH).

MS: 850 (M+); Op.: 173-175 °C (bomlik).

E) 3-{[N-metil-N- (n-butil)-amino-metil-azino]-metil}-rifamicin SK

PMR (CDCI3) :

0,23 8 [d, -OH3 (34)];

0,64 Ô [d, -CH3 (33)];

0,73 8 [d, -CH3 (31)];

0,98 d [d, -CH3 (32)];

1,44 8 [m^N-CH2CH2CH2CH3];

1.77 8 [s, -CH3 (13)];

2.04 8 [s, -CH3 (36)];

2,07 8 [s, -CH3 (30)];

2,14 8 [s, -CH3 (14)];

2,93 8 [s, (N-CH3)];

3.04 8 [s, -OCH3];

4,7-5,2 8 [m, H (25), H (28)] ;

5,5-6,6 8 [m, H (17), H (18), H (29)];

7.78 8 [s, -CH=M-N=CH-Nj ;

9.01 8 [s, -CH=N-N=CH-N];

12.03 8 [s^NH].

MS: 836 (M4"); Op.: 218-220 DC (bomlik).

F) 3-{[N,N-bisz(szek-buiil)-amino-metil-azino]-metil}-rifamicin SV

PMR (CDC13):

0,25 8 [d, -CH3 (34)];

0,64 8 [d, -CH3 (33)];

0,75 8 [d, -CH3 (31)];

1.01 8 [d, -CH3 (32)];

1.21 8 [bd,)4CHCH3];

1,55 8 [t, -CH2CH3] ;

1.78 6 [s, -CH3 (13)];

2.05 8 [s, CH3 (36)];

2.09 8 [s, -CH3 (30)];

2.22 8 [s, -CH3 (14)];

3.03 8 [s, -OCH3] ;

4,20 8 [m, (N-CH-)];

4,91 8 [d, H (25)];

5.10 8 [dd, H (28)];

5,38 8 [dd, H (19)];

6,1-6,8 8 [m, H (17), H (18), H (29)];

7,89 8 [s, —CH=N—N=CH—N] ;

8,99 8 [s, -CH=N-N=CH-N];

1

11,90, 13,25, 13,82 és 14,01 8 [s,^NH, harom-OH],

MS: 878 (M+); Op.: 178-180 °C (bomlik).

G) 3-[(N-metil-N-benzil-amino-metil-azino-metil]rifamicin SV

PMR (CDC13) :

0,13 8 [d, -CH3 (34)];

0,64 8 [d, -CH3 (33)];

0.72 8 [d, -CH3 (31)];

0,96 8 [d, -CH3 (32)];

,77 8 [s, -CH3 (13)];

2,04 8 [s, -CH3 (36)];

2,11 8 [s, -CH3 (14)];

2.90 8 [s, NCHa];

3.02 8 [s, —OCH3] ;

4.39 5 [bs, -CH2C6H5];

4,7-5,2 8 [m, H (25), H (28)];

5,5-6,7 8 [m, H (17), H (18) H (29)];

7,31 8 [m,-C6H5];

7,94 8 [s, -CH=N-N=CH-N];

9.03 8 [s, -CH=N-N=CH-N];

12,13 8 [s.NH],

MS: 870 (M4"); Op.: 190-192 °C (bomlik).

H) 3-[(N,N-dietil-amino-metil-azino)-metil]r'famicin SV

PMR (CDCI3):

0,23 8 [d, -CH3 (34)];

0,66 8 [d, -CH3 (33)];

0,74 8 [d, ~€H3 (31)];

0,99 8 [d, -CH3 (32)];

I

1,21 8 [t, ~NCH2CH3];

1,79 8 [s, -CH3 (13)];

2,06 8 [s, -CH3 (36)];

2,10 8 [s, -Cll3 (30)];

2,23 8 [s, -CH3 (14)] ;

3.04 8 [s, -OCH3];

I

3.40 8 [m, -NCH2CH3];

4.91 8 [d, H (25)];

5,17 8 [m, H (28)];

5,84 8 [dd, H (19)];

6,1-6,6 8 [m, H (29), H (17), H (18)];

7,77 8 [s, ~CH=N-N=CH-N];

9.05 8 [s, -CH=N-N=CH-N];

1 1,95, 13,26, 13,80 cs 13,89 8 [s,3NH, három -OH],

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4

65 MS: 822 (M+); Op.: 255 °C (bomlik).