Acetaldehyde → Netilmicin

HRID 1415073

反応式

HRID 1415073 の反応式
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

参加物

12

反応物 9

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

生成物 1

HCID 441306Netilmicin

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 962Water溶媒

実験手順

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.

後処理

  1. customthe resultant product is purified

出典と根拠

ORDレコード
ord-1cf3e61ee5494d7a91ba96e414aab62f
出典データセット
uspto-grants-1977_01
特許番号
US04002742

関連ノート

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