Hydrochloric Acid → Phenylacetylglutamine

HRID 2372703ノート

反応式

HRID 2372703 の反応式
C([O:5][C:6](=[O:23])[C@H:7]([CH2:18][CH2:19][C:20](=[O:22])[NH2:21])[NH:8][C:9](=[O:17])[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)(C)(C)C.C(N(CC)CC)C.Cl>CN(C)C=O>[C:11]1([CH2:10][C:9]([NH:8][C@H:7]([C:6]([OH:23])=[O:5])[CH2:18][CH2:19][C:20](=[O:22])[NH2:21])=[O:17])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 53814505Phenylacetylglutamine t-butyl ester

生成物 1

HCID 92258Phenylacetylglutamine

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

As shown in Scheme III (FIG. 3), phenylacetylglutamine 5 (25 mg) from Example 1 was dissolved in dimethylformamide (500 μl), and 2-ethyl 5-phenylisoxazolium-3'-sulfonate 8 (26 mg) was added. The pH of the reaction mixture was adjusted to 9 with triethylamine. After 45 minutes, aminomethylfluorescein hydrochloride 7 (38 mg) was added, and reaction mixture was stirred for an additional 12 hours. After evaporation to dryness, the residue was dissolved in methanol and purified by preparative thin layer chromatography using reversed silica gel and water-methanol-acetic acid (40:60:0.4) as an eluent. The result was 40 mg of the desired PAG/AMF conjugate 9. Mass spectrum (FAB): 608 M+.

後処理

  1. customreaction mixture
  2. customAfter evaporation to dryness
  3. dissolutionthe residue was dissolved in methanol
  4. custompurified by preparative thin layer chromatography

出典と根拠

ORDレコード
ord-d4b5a8544c2b4d76ae6c231031bff6ad
出典データセット
uspto-grants-1992_03
特許番号
US05100807

反応ノート

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