Benzylamine → (S)-2-Benzylcarbamoyl-pyrrolidine-1-carboxylic acid benzyl ester

HRID 1970648ノート

反応式

HRID 1970648 の反応式
[N:1]1([C:9]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[O:10])[CH2:8][CH2:7][CH2:6][C@H:2]1[C:3]([OH:5])=O.C1C=NC2N(O)N=NC=2C=1.CCN(C(C)C)C(C)C.[CH2:38]([NH2:45])[C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1>CN(C=O)C.C(Cl)CCl>[CH2:12]([O:11][C:9]([N:1]1[CH2:8][CH2:7][CH2:6][C@H:2]1[C:3](=[O:5])[NH:45][CH2:38][C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1)=[O:10])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

参加物

7

反応物 4

HCID 7504BenzylamineHCID 81531DiisopropylethylamineHCID 101987Benzyloxycarbonyl-L-prolineHCID 181649HOAt

生成物 1

HCID 690250(S)-2-Benzylcarbamoyl-pyrrolidine-1-carboxylic acid benzyl ester

試薬・触媒・溶媒 2

HCID 111,2-Dichloroethane溶媒HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 5.00 g Z-Pro-OH in 50 ml DMF were added 3.84 g EDC, 2.73 g HOAt, 7.3 ml DIPEA and 2.2 ml benzylamine at 0° C. After stirring for 2 h the reaction mixture was concentrated, the residue was dissolved in dichloromethane and subsequently extracted with aqueous LiCl (4%), 0.1 M HCl and saturated NaHCO3. The crude product obtained after evaporation of the solvent was pure enough for the subsequent transformation.

後処理

  1. concentrationwas concentrated
  2. dissolutionthe residue was dissolved in dichloromethane
  3. extractionsubsequently extracted with aqueous LiCl (4%), 0.1 M HCl and saturated NaHCO3

出典と根拠

ORDレコード
ord-7becf474359741b6ba44c6bf607b4554
出典データセット
uspto-grants-2013_04
特許番号
US08426420B2

反応ノート

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