Diisopropylethylamine → (S)-2-tert-Butoxycarbonylamino-3-[(5-chloro-thiophene-2-carbonyl)-amino]-propionic acid

HRID 389639

반응식

HRID 389639 반응식
[NH2:1][CH2:2][C@H:3]([NH:7][C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[C:4]([OH:6])=[O:5].CCN(C(C)C)C(C)C.[Cl:24][C:25]1[S:29][C:28]([C:30](Cl)=[O:31])=[CH:27][CH:26]=1>C(Cl)Cl>[C:11]([O:10][C:8]([NH:7][C@@H:3]([CH2:2][NH:1][C:30]([C:28]1[S:29][C:25]([Cl:24])=[CH:26][CH:27]=1)=[O:31])[C:4]([OH:6])=[O:5])=[O:9])([CH3:14])([CH3:13])[CH3:12]

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 5892235-Chlorothiophene-2-carbonyl ChlorideHCID 2755946Boc-Dap-OH

생성물 1

HCID 67155372(S)-2-tert-Butoxycarbonylamino-3-[(5-chloro-thiophene-2-carbonyl)-amino]-propionic acid

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

Commercially available (S)-3-Amino-2-tert-butoxycarbonylamino-propionic acid (BOO-Dap-OH) (408 mg, 2 mmol) was suspended in 4 ml DCM and DIPEA (1.75 ml, 10 mmol). 5-Chloro-thiophene-2-carbonyl chloride (362 mg, 2 mmol) (described in WO 2005068456) in 4 ml DCM was added slowly and the mixture was stirred at RT for 2 h. The reaction was filtered and the solvent evaporated. The resulting solid (895 mg) was used without further purification in the next step.

후처리

  1. filtrationThe reaction was filtered
  2. customthe solvent evaporated
  3. customThe resulting solid (895 mg) was used without further purification in the next step

출처 및 근거

ORD 기록
ord-a0942b99eb52414894521a8ff2412898
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08378092B2

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