Butylamine → 1-(6-amino-9H-purin-9-yl)-1,3-dideoxy-3-(N-benzyloxycarbonyl-L-phenylalanylamino)-beta-D-ribofuranuronic acid

HRID 1633291ノート

反応式

HRID 1633291 の反応式
C([NH:9][C:10]1[N:18]=[CH:17][N:16]=[C:15]2[C:11]=1[N:12]=[CH:13][N:14]2[C@@H:19]1[O:24][C@H:23]([C:25]([OH:27])=[O:26])[C@@H:22]([NH:28][C:29](=[O:49])[C@H:30]([CH2:42][C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=2)[NH:31][C:32]([O:34][CH2:35][C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)=[O:33])[C@H:20]1[OH:21])(=O)C1C=CC=CC=1.C(N)CCC>CO>[NH2:9][C:10]1[N:18]=[CH:17][N:16]=[C:15]2[C:11]=1[N:12]=[CH:13][N:14]2[C@@H:19]1[O:24][C@H:23]([C:25]([OH:27])=[O:26])[C@@H:22]([NH:28][C:29](=[O:49])[C@H:30]([CH2:42][C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=2)[NH:31][C:32]([O:34][CH2:35][C:36]2[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=2)=[O:33])[C@H:20]1[OH:21]

参加物

4

反応物 2

HCID 8007ButylamineHCID 228282251-(6-benzoylamino-9H-purin-9-yl)-1,3-dideoxy-3-(N-benzyloxycarbonyl-L-phenylalanylamino)-beta-D-ribofuranuronic acid

生成物 1

HCID 704656061-(6-amino-9H-purin-9-yl)-1,3-dideoxy-3-(N-benzyloxycarbonyl-L-phenylalanylamino)-beta-D-ribofuranuronic acid収率 73.3%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A mixture of 1-(6-benzoylamino-9H-purin-9yl)-1,3-dideoxy-3-(N-benzyloxycarbonyl-L-phenylalanylamino)-β-D-ribofuranuronic acid (432 mg) prepared in Example 5 and n-butylamine (3.5 ml) in methanol (15 ml) was refluxed for 50 minutes and evaporated to dryness. The residue was dissolved in a mixture of water and diethyl ether and the aqueous layer was separated out. The aqueous solution was adjusted to pH 4 to 5 with 10% hydrochloric acid and the resulting precipitates were collected by filtration, washed with water and dried to give 1-(6-amino-9H-purin-9-yl)-1,3-dideoxy-3-(N-benzyloxycarbonyl-L-phenylalanylamino)-β-D-ribofuranuronic acid (267 mg), mp. 195°-201° C. (dec.).

後処理

  1. temperaturewas refluxed for 50 minutes
  2. customevaporated to dryness
  3. dissolutionThe residue was dissolved in a mixture of water and diethyl ether
  4. customthe aqueous layer was separated out
  5. customthe resulting precipitates
  6. filtrationwere collected by filtration
  7. washwashed with water
  8. customdried

出典と根拠

ORDレコード
ord-d5095f1dd54a475da6fdab3030e87c2d
出典データセット
uspto-grants-1984_10
特許番号
US04479942

反応ノート

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