Boc-N-Me-Phe-OH → N-Boc-N-methyl-3-cyclohexanyl-L-alanine

HRID 746231

反応式

HRID 746231 の反応式
[C:1]([O:5][C:6]([N:8]([CH3:20])[C@H:9]([C:17]([OH:19])=[O:18])[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[H][H]>O1CCCC1.[Rh]>[C:1]([O:5][C:6]([N:8]([CH3:20])[C@H:9]([C:17]([OH:19])=[O:18])[CH2:10][CH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1)=[O:7])([CH3:3])([CH3:4])[CH3:2]

参加物

5

反応物 2

HCID 7010602Boc-N-Me-Phe-OHHCID 178418361HCID 178418361、化合物

生成物 1

HCID 66590605N-Boc-N-methyl-3-cyclohexanyl-L-alanine収率 71.4%

試薬・触媒・溶媒 2

HCID 23948Rhodium触媒HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 4.8 g of t-butoxycarbonyl-N-methylphenylalanine in 150 ml of tetrahydrofuran was hydrogenated at 60° for about four days using 60 psi hydrogen gas and 5% rhodium on carbon. The mixture was filtered and the filtrate concentrated to give the title compound (3.5 g) as a colorless oil. The oil was used without further purification. Structure assignment was supported by the nmr spectrum (loss of aromatic protons and appearance of cyclohexyl protons) and by elemental analysis.

後処理

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate concentrated

出典と根拠

ORDレコード
ord-3dcd5c79227146e9b2fa48517e5cdbab
出典データセット
uspto-grants-1986_07
特許番号
US04603121

関連ノート

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