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Water → ethyl gamma-(N-carbobenzoxy)amino-gamma-cyanobutanoate

HRID 1292365
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HRID 1292365 반응식
[CH2:1]([O:3][C:4](=[O:22])[CH2:5][CH2:6][C@@H:7]([C:19](=O)[NH2:20])[NH:8][C:9]([O:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:10])[CH3:2].N1C=CC=CC=1.FC(F)(F)C(OC(=O)C(F)(F)F)=O.O>C1COCC1.CC([O-])=O.CC([O-])=O.[Cu+2]>[CH2:1]([O:3][C:4](=[O:22])[CH2:5][CH2:6][CH:7]([C:19]#[N:20])[NH:8][C:9]([O:11][CH2:12][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1)=[O:10])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 962WaterHCID 1049PyridineHCID 9845Trifluoroacetic anhydrideHCID 18637511HCID 18637511, 화합물

생성물 1

HCID 53725343ethyl gamma-(N-carbobenzoxy)amino-gamma-cyanobutanoate

시약·촉매·용매 2

HCID 8895Cupric acetate촉매
HCID 8028
Tetrahydrofuran
용매
2회

실험 절차

To a stirred suspension of Cbz-isoglutamine ethyl ester (15.42 g, 50 mmol) and pyridine (8.48 mL, 105 mmol) in 360 mL of anhydrous THF at 0° C. was added dropwise a solution of trifluoroacetic anhydride (7.77 mL, 55 mmol) in 40 mL of THF, at such a rate to maintain a temperature of 0°-5° C. for 1-2 hours or until reaction was complete as evidenced by TLC (5% H2O/94% CH3CN/1% HOAc; Cu(OAc)2 stain.

후처리

  1. temperatureat such a rate to maintain a temperature of 0°-5° C. for 1-2 hours
  2. customuntil reaction

출처 및 근거

ORD 기록
ord-142a970d2a8541bda9c7ecfc35773cb5
출처 데이터셋
uspto-grants-1998_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05756685

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