191378. lajstromszámú szabadalom • Eljárás vinil-tio-acetamido-oxa-cef-3-ém-4-karbonsav-származékok előállítására

191 378

II. táblázat folytatása

Vegyidet

száma

u

V

W

X

y

7 IR

NMR

2-8

H

H

H

Cl

Na

-STetCHj Nujol:

3250, 1760, 1675,1630, 1600

D20:

4,00 (s, 3H), 4,07 (s, 2H), 4,50 (s, 3H), 4,62 (bs, 2H), 5,02 (bs, 2H), 5,65 (s, 1H), 6,75 (d, 1H,J = 6,5), 7,07 (d, 1H, J = 6,5)

2-9

H

11

I!

Cl

H

STelClUCIljCN

Aceton-d6:

6,75 (d, IFI. J= 7), 6,23 (d, 1H, J = 7), 5,10 (s, 1H), 4,73 (t, 2H, J = 7), 4,68 (s, 2H), 4,37 (s, 2H), 3,60 (s, 2H), 3,50 (s, 3H), 3,25 (t, 2H, J = 7)

2-10

H

11

II

Cl

11

STetCHjCHj

I

DMSO-d6+CD3OD:

I

CONHj

3,38 (s,3H), 3,52 (s, 2H), 3,67-4,65 (m, 8F1), 5,08 (s, 1H), 6,33 (d, 1H,J = 6,5), 6,75 (d, 1H, J-6,5)

2-11

H

H

H

Cl

H

-STetCH2CH2NH2

CFjCOH

D20:

3,88-4,33 (m,9H), 4,53-4,77 (m,2H), 5,08-5,22 (m,2H), 5,69 (s, 1H), 6,72 (d, 1H, J = 6), 7,03 (d,lH,J = 6)

2-12

H

H

H

Cl

H-SretCH2CH2NH

1

TLC(etilacetát:H2 0;Ac0H=-;l :! )

NH=CH

CF3COOH

Rf = 0,38

2-13

H

H

H

Cl

H-STetCH2CH2N

(

CDC13+CD30D:

(CH3)2

2,87 (s, 6H), 3,50 (s, 2H),

3,52 (s, 3H), 3,63 (t,2H, 1 = 6), 4,02+4,18 (ABq, 2, J = 13), 4,53 (s, 2H), 4,77 (t, 2H, J = 6),

5,03 (s, 1H), 6,17 (d, 1H, J = 7), 6,62 (d, 1H, J = 7)

2-14

H

H

H

Cl

11

—STetCH2CHj

DMSO-dó:

N(CH3)2 2,77 (s,6H), 3,38 (s,6H), 3,52

KBr: (s, 2H), 3,53 (t, 2, J = 6), 4,23

CF-. COOH 3420, 1782, (bs, 2H), 4,55 (bs, 2H), 4,67 1675 (t. 2H, J = 6) 5,07 (s, 1H), 6,33

(d, 1H, J = 6), 6,75 (d, 1H, J = 6)

14