Ethylmorpholine → Boc-(D)Ala-Gly-OBzl

HRID 443916

반응식

HRID 443916 반응식
[NH:1]([C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[C@@H:2]([C:4]([OH:6])=O)[CH3:3].C(N1CCOCC1)C.C(OC(Cl)=O)C(C)C.[CH2:30]([O:37][C:38](=[O:41])[CH2:39][NH2:40])[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1.S(C1C=CC(C)=CC=1)([O-])(=O)=O>O1CCCC1.CN(C=O)C>[NH:1]([C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[C@@H:2]([C:4]([NH:40][CH2:39][C:38]([O:37][CH2:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)=[O:41])=[O:6])[CH3:3]

참가 물질

7

반응물 4

HCID 7525Ethylmorpholine2회HCID 62365Isobutyl chloroformateHCID 637606BOC-D-alanineHCID 124082031HCID 124082031, 화합물

생성물 1

HCID 15567200Boc-(D)Ala-Gly-OBzl

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8028Tetrahydrofuran용매

실험 절차

1.9 g of Boc-(D)Ala-OH and 1.3 ml of N-ethylmorpholine are dissolved in 50 ml of absolute tetrahydrofuran and 1.3 ml of chloroformic acid iso-butyl ester added dropwise at a temperature of -15°. After 5 minutes, a solution of 3.4 g of glycine-benzylester-tosylate and 1.3 ml of N-ethylmorpholine in 50 ml of DMF is added. After 1 hour's stirring at -10°, the reaction mixture is evaporated and the residue taken up in acetic acid. The solution is repeatedly washed with dilute citric acid and potassium bicarbonate. The title compound is crystallised from ether. M.P. 88°.

후처리

  1. customthe reaction mixture is evaporated
  2. washThe solution is repeatedly washed with dilute citric acid and potassium bicarbonate
  3. customThe title compound is crystallised from ether

출처 및 근거

ORD 기록
ord-5f2e5740709f4fb6bfb0199f9648dad8
출처 데이터셋
uspto-grants-1981_04
특허 번호
US04261888

연결된 노트

불러오는 중…