Triethylamine → benzyl N-[(2S)-4-[(2S)-2-[[(2S,3S)-3-methyl-1-(2-methylpropylamino)-1-oxopentan-2-yl]carbamoyl]pyrrolidin-1-yl]-3-oxo-1-phenylbutan-2-yl]carbamate;molecular nitrogen

HRID 466829ノート

反応式

HRID 466829 の反応式
[CH2:1]([O:8][C:9]([NH:11][C@H:12]([C:20]([CH2:22]Br)=[O:21])[CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N:24]#[N:25].[NH:26]1[CH2:45][CH2:44][CH2:43][C@H:27]1[C:28]([NH:30][C@H:31]([C:36]([NH:38][CH2:39][CH:40]([CH3:42])[CH3:41])=[O:37])[C@H:32]([CH2:34][CH3:35])[CH3:33])=[O:29].C(N(CC)CC)C>ClCCl>[N:24]#[N:25].[CH2:1]([O:8][C:9]([NH:11][C@H:12]([C:20]([CH2:22][N:26]1[CH2:45][CH2:44][CH2:43][C@H:27]1[C:28]([NH:30][C@H:31]([C:36]([NH:38][CH2:39][CH:40]([CH3:41])[CH3:42])=[O:37])[C@H:32]([CH2:34][CH3:35])[CH3:33])=[O:29])=[O:21])[CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 11383290Benzyloxycarbon-yl-l-phenylalanylbromomethaneHCID 86746218N2 L-prolyl-N1-isobutyl-L-isoleucinamide

生成物 1

HCID 86746217benzyl N-[(2S)-4-[(2S)-2-[[(2S,3S)-3-methyl-1-(2-methylpropylamino)-1-oxopentan-2-yl]carbamoyl]pyrrolidin-1-yl]-3-oxo-1-phenylbutan-2-yl]carbamate;molecular nitrogen

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of 8.86 g of [N-(benzyloxycarbonyl)-L-phenylalanyl]methyl bromide 6.71 g of N2 -L-prolyl-N1 -isobutyl-L-isoleucinamide and 2.60 g of triethylamine in 400 ml of dichloromethane was stirred at room temperature overnight. The solvent was removed by evaporation and the crude product was chromatographed on silica gel using ethyl acetate for the elution. The resulting product was triturated with a mixture of petroleum ether (b.p. 40°-60° C.) and ethyl acetate to give 8.70 g of N2 -[N-[[N-(benzyloxycarbonyl)-L-phenylalanyl]methyl]-L-prolyl]-N1 -isobutyl-L-isoleucinamide as an off-white solid of m.p. 80°-81° C.

後処理

  1. customThe solvent was removed by evaporation
  2. customthe crude product was chromatographed on silica gel
  3. washfor the elution
  4. customThe resulting product was triturated with a mixture of petroleum ether (b.p. 40°-60° C.) and ethyl acetate

出典と根拠

ORDレコード
ord-678708d3fd184aa08addd504778814f9
出典データセット
uspto-grants-1992_10
特許番号
US05157041

反応ノート

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