Acetamidomalonic acid diethyl ester → Diethyl 2-acetamido-2-(diphenylmethyl)malonate

HRID 32862

반응식

HRID 32862 반응식
[C:1]1([CH:7]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C@@H](C(O)=O)N)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:19]([NH:22][CH:23]([C:29]([O:31][CH2:32][CH3:33])=[O:30])[C:24]([O:26][CH2:27][CH3:28])=[O:25])(=[O:21])[CH3:20].C1(C(C2C=CC=CC=2)Br)C=CC=CC=1.[O-]CC.[Na+]>C(O)C>[C:19]([NH:22][C:23]([CH:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)([C:29]([O:31][CH2:32][CH3:33])=[O:30])[C:24]([O:26][CH2:27][CH3:28])=[O:25])(=[O:21])[CH3:20]

참가 물질

6

반응물 4

HCID 14041Acetamidomalonic acid diethyl esterHCID 162977beta-Phenyl-L-phenylalanineHCID 236603BromodiphenylmethaneHCID 2723922Sodium ethoxide

생성물 1

HCID 14211495Diethyl 2-acetamido-2-(diphenylmethyl)malonate

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

As a production method of 3,3-diphenylalanine, U.S. Pat. No. 4,766,109 describes, as shown in the following reaction scheme, a method comprising reacting diethyl acetamidomalonate with diphenylbromomethane in ethanol in the presence of sodium ethoxide to give diethyl 2-acetamido-2-(diphenylmethyl)malonate, subjecting the compound to hydrolysis in the presence of hydrogen bromide, neutralizing the reaction mixture with aqueous sodium hydroxide solution, and purifying the compound using a column to give 3,3-diphenylalanine, but the yield thereof is not concretely described.

후처리

  1. customas shown in the following reaction scheme

출처 및 근거

ORD 기록
ord-4cccb575ddd147c3a7950a4ad375cccd
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07427688B2

연결된 노트

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