Ethylmorpholine → Boc-(D)Ala-Gly-OBzl

HRID 443916

反応式

HRID 443916 の反応式
[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]

参加物

7

反応物 4

HCID 7525Ethylmorpholine2 回HCID 62365Isobutyl chloroformateHCID 637606BOC-D-alanineHCID 124082031HCID 124082031、化合物

生成物 1

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

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

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°.

後処理

  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

出典と根拠

ORDレコード
ord-5f2e5740709f4fb6bfb0199f9648dad8
出典データセット
uspto-grants-1981_04
特許番号
US04261888

関連ノート

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