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Anisole → (R)-2-[(9H-Fluoren-9-ylmethoxycarbonylamino)-methyl]-butyric acid

HRID 361777
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인쇄 미리보기

반응식

HRID 361777 반응식
[C:1]1(OC)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C([O:13][C:14](=[O:27])[CH:15]([CH2:25][CH3:26])[CH2:16][NH:17][C:18]([O:20][C:21]([CH3:24])(C)C)=[O:19])(C)(C)C>FC(F)(F)C(O)=O>[C:18]([NH:17][CH2:16][CH:15]([CH2:25][CH3:26])[C:14]([OH:13])=[O:27])([O:20][CH2:21][CH:24]1[C:2]2[C:1](=[CH:6][CH:5]=[CH:4][CH:3]=2)[C:6]2[C:1]1=[CH:2][CH:3]=[CH:4][CH:5]=2)=[O:19]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 7519AnisoleHCID 86753687N-t-butyloxycarbonyl-alpha-ethyl-beta-alanine-t-butyl ester

생성물 1

HCID 64434607(R)-2-[(9H-Fluoren-9-ylmethoxycarbonylamino)-methyl]-butyric acid수율 36%

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

실험 절차

Anisole (0.5 ml) and trifluoroacetic acid (10 ml) were added to N-t-butyloxycarbonyl-α-ethyl-β-alanine-t-butyl ester (0.98 g) and the mixture was stirred at room temperature for 12 hours. After trifluoroacetic acid was distilled off, the residue was dissolved in water (5 ml) and neutralized with a 10% aqueous solution of sodium carbonate. The product was protected with Fmoc by the same procedure as in Example 2-(3). A crystal of N-Fmoc-α-ethyl-β-alanine (437 mg, 36%) was obtained upon recrystallization from hexane.

후처리

  1. distillationAfter trifluoroacetic acid was distilled off
  2. dissolutionthe residue was dissolved in water (5 ml)

출처 및 근거

ORD 기록
ord-b24d176a7e234fcc94916d122a55da55
출처 데이터셋
uspto-grants-1999_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05866592

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