4-Methylmorpholine → N-[N2-[(1,1-dimethylethoxy) carbonyl]-N6-[(phenylmethoxy)carbonyl]-L-lysinyl]-L-alanine 1,1-dimethylethyl ester

HRID 34492

反応式

HRID 34492 の反応式
CN1CCOCC1.[CH3:8][C:9]([O:12][C:13](=[O:17])[C@H:14]([CH3:16])[NH2:15])([CH3:11])[CH3:10].N#N.[CH3:20][C:21]([CH3:46])([O:23][C:24]([NH:26][C@H:27]([C:43](O)=[O:44])[CH2:28][CH2:29][CH2:30][CH2:31][NH:32][C:33]([O:35][CH2:36][C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1)=[O:34])=[O:25])[CH3:22].Cl.CN(C)CCCN=C=NCC.ON1C2C=CC=CC=2N=N1>ClCCl>[CH3:8][C:9]([O:12][C:13](=[O:17])[C@H:14]([CH3:16])[NH:15][C:43](=[O:44])[C@H:27]([CH2:28][CH2:29][CH2:30][CH2:31][NH:32][C:33]([O:35][CH2:36][C:37]1[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=1)=[O:34])[NH:26][C:24]([O:23][C:21]([CH3:46])([CH3:20])[CH3:22])=[O:25])([CH3:11])[CH3:10]

参加物

7

反応物 5

HCID 79724-MethylmorpholineHCID 757711-HydroxybenzotriazoleHCID 89016L-Alanine 1,1-dimethylethyl esterHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 86742311N2 [(1,1-dimethylethoxy)carbonyl]-N6-[(phenylmethoxy)carbonyl]-L-lysine

生成物 1

HCID 53963310N-[N2-[(1,1-dimethylethoxy) carbonyl]-N6-[(phenylmethoxy)carbonyl]-L-lysinyl]-L-alanine 1,1-dimethylethyl ester収率 90.1%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

N-Methylmorpholine (3.3 ml) was added to a suspension of L-alanine 1,1 -dimethylethyl ester (4.0 g), N2 -[(1,1-dimethylethoxy)carbonyl]-N6 -[(phenylmethoxy)carbonyl]-L-lysine (11.4 g), N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride (5.8 g) and 1-hydroxybenzotriazole (4.1 g) in dichloromethane (150 ml). The resulting mixture was allowed to stand for 18 hours, and was then poured into distilled water (200 ml). The organic phase was separated, washed with water, saturated sodium hydrogen carbonate, dilute aqueous citric acid, brine and dried over anhydrous magnesium sulphate. The solvent was removed under reduced pressure to yield N-[N2 -[(1,1-dimethylethoxy) carbonyl]-N6 -[(phenylmethoxy)carbonyl]-L-lysinyl]-L-alanine 1,1-dimethylethyl ester (12.6 g) as a foam.

後処理

  1. additionwas then poured
  2. distillationinto distilled water (200 ml)
  3. customThe organic phase was separated
  4. washwashed with water, saturated sodium hydrogen carbonate, dilute aqueous citric acid, brine
  5. dry with materialdried over anhydrous magnesium sulphate
  6. customThe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-24498aec61e446009080dc62880529ac
出典データセット
uspto-grants-1988_08
特許番号
US04761483

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