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 1108392ノート

反応式

HRID 1108392 の反応式
[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]

参加物

7

反応物 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

生成物 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

試薬・触媒・溶媒 2

HCID 63651,1-Dichloroethane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-d574a91ff7be496b8726eca5caa3905d
出典データセット
uspto-grants-2000_05
特許番号
US06066648

反応ノート

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