Acetaldehyde → Netilmicin

HRID 1415073

반응식

HRID 1415073 반응식
S(=O)(=O)(O)O.[CH3:6][C@@:7]1([OH:36])[C@H:12]([NH:13][CH3:14])[C@@H:11]([OH:15])[C@@H:10]([O:16][C@@H:17]2[C@@H:22]([OH:23])[C@H:21]([O:24][C@H:25]3[O:30][C:29]([CH2:31][NH2:32])=[CH:28][CH2:27][C@H:26]3[NH2:33])[C@@H:20]([NH2:34])[CH2:19][C@H:18]2[NH2:35])[O:9][CH2:8]1.F[C:38](F)(F)[C:39](O)=O.C1(C)C=CC(S(O)(=O)=O)=CC=1.Cl.P(=O)(O)(O)O.[N+]([O-])(O)=O.C(=O)C.C([BH3-])#N.[Na+]>O.C(O)(=O)C>[CH3:38][CH2:39][NH:35][C@H:18]1[C@H:17]([O:16][C@H:10]2[O:9][CH2:8][C@@:7]([OH:36])([CH3:6])[C@H:12]([NH:13][CH3:14])[C@H:11]2[OH:15])[C@@H:22]([OH:23])[C@H:21]([O:24][C@H:25]2[O:30][C:29]([CH2:31][NH2:32])=[CH:28][CH2:27][C@H:26]2[NH2:33])[C@@H:20]([NH2:34])[CH2:19]1

참가 물질

12

반응물 9

HCID 177AcetaldehydeHCID 313Hydrochloric AcidHCID 944Nitric AcidHCID 1004Phosphoric AcidHCID 1118Sulfuric AcidHCID 6101p-Toluenesulfonic acidHCID 6422Trifluoroacetic acidHCID 3611932385-11-8HCID 5003444Sodium cyanoborohydride

생성물 1

HCID 441306Netilmicin

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 962Water용매

실험 절차

in the procedure of above Example 1A instead of adding 1 N sulfuric acid to the solution of sisomicin in water until it reaches a pH of about 5, other acids may be used, such as acetic acid, trifluoroacetic acid, p-toluenesulfonic acid, hydrochloric acid, phosphoric acid, or nitric acid. The acidified aqueous solution is then treated with acetaldehyde and sodium cyanoborohydride and the resultant product is purified as described above, whereby is obtained 1-N-ethylsisomicin.

후처리

  1. customthe resultant product is purified

출처 및 근거

ORD 기록
ord-1cf3e61ee5494d7a91ba96e414aab62f
출처 데이터셋
uspto-grants-1977_01
특허 번호
US04002742

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