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

HRID 746231

반응식

HRID 746231 반응식
[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]

참가 물질

5

반응물 2

HCID 7010602Boc-N-Me-Phe-OHHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 66590605N-Boc-N-methyl-3-cyclohexanyl-L-alanine수율 71.4%

시약·촉매·용매 2

HCID 23948Rhodium촉매HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate concentrated

출처 및 근거

ORD 기록
ord-3dcd5c79227146e9b2fa48517e5cdbab
출처 데이터셋
uspto-grants-1986_07
특허 번호
US04603121

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