Hydrochloric Acid → Phenylacetylglutamine

HRID 2372703노트

반응식

HRID 2372703 반응식
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

참가 물질

5

반응물 3

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

생성물 1

HCID 92258Phenylacetylglutamine

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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+.

후처리

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

출처 및 근거

ORD 기록
ord-d4b5a8544c2b4d76ae6c231031bff6ad
출처 데이터셋
uspto-grants-1992_03
특허 번호
US05100807

반응 노트

불러오는 중…