Triethylamine → 3(S)-(2,3-Dihydro-benzofuran-6-yl)-3-(3-[3-(2-methyl-[1,3]dioxolan-2-yl)-propyl]-2-oxo-pyrrolidin-1-yl)-propionic acid ethyl ester

HRID 1108392노트

반응식

HRID 1108392 반응식
[CH3:1][C:2]1([CH2:7][CH2:8][CH2:9][CH:10]([C:14](N2CCOC2=O)=[O:15])[CH2:11][CH:12]=O)[O:6][CH2:5][CH2:4][O:3]1.[CH2:22]([O:24][C:25](=[O:38])[CH2:26][C@H:27]([NH2:37])[C:28]1[CH:36]=[CH:35][C:31]2[CH2:32][CH2:33][O:34][C:30]=2[CH:29]=1)[CH3:23].[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+].CCN(CC)CC>ClC(Cl)C.C(OCC)(=O)C>[CH2:22]([O:24][C:25](=[O:38])[CH2:26][C@@H:27]([C:28]1[CH:36]=[CH:35][C:31]2[CH2:32][CH2:33][O:34][C:30]=2[CH:29]=1)[N:37]1[CH2:12][CH2:11][CH:10]([CH2:9][CH2:8][CH2:7][C:2]2([CH3:1])[O:6][CH2:5][CH2:4][O:3]2)[C:14]1=[O:15])[CH3:23]

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 5049666Sodium triacetoxyborohydrideHCID 108236463(S)-Amino-3-(2,3-dihydro-benzofuran-6-yl)-propionic acid ethyl esterHCID 154537596-(2-Methyl-[1,3]dioxolan-2-yl)-3-(2-oxo-oxazolidine-3-carbonyl)-hexanal

생성물 1

HCID 154537683(S)-(2,3-Dihydro-benzofuran-6-yl)-3-(3-[3-(2-methyl-[1,3]dioxolan-2-yl)-propyl]-2-oxo-pyrrolidin-1-yl)-propionic acid ethyl ester

시약·촉매·용매 2

HCID 63651,1-Dichloroethane용매HCID 8857Ethyl Acetate용매

실험 절차

A mixture of 2-5 (440 mg, 1.6 mmol), 3-6 (400 mg, 1.5 mmol), Na(OAc)3BH (469 mg, 2.25 mmol) and NEt3 (0.41 mL, 3.0 mmol) in dichloroethane (10 mL) was stirred for 48 h. The mixture was diluted with ethyl acetate, washed with sat. NaHCO3, brine, and dried over MgSO4. Following evaporative removal of the solvent, the residue was chromatographed (silica gel, 50:35:14:1 hexanes/chloroform/ethyl acetate/MeOH) to give 4-1 as a white solid.

후처리

  1. washwashed with sat. NaHCO3, brine
  2. dry with materialdried over MgSO4
  3. customremoval of the solvent
  4. customthe residue was chromatographed (silica gel, 50:35:14:1 hexanes/chloroform/ethyl acetate/MeOH)

출처 및 근거

ORD 기록
ord-d574a91ff7be496b8726eca5caa3905d
출처 데이터셋
uspto-grants-2000_05
특허 번호
US06066648

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