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Sarcosine → 2-{N-Methyl[2-methyl-1-(2-methylpropanoyloxy)propoxy]carbonylamino}acetic Acid

HRID 1715481
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반응식

HRID 1715481 반응식
[NH:1]([CH2:3][C:4]([OH:6])=[O:5])[CH3:2].[CH3:7][CH:8]([CH3:27])[C:9]([O:11][CH:12]([O:16][C:17](ON1C(=O)CCC1=O)=[O:18])[CH:13]([CH3:15])[CH3:14])=[O:10]>>[CH3:2][N:1]([C:17]([O:16][CH:12]([O:11][C:9](=[O:10])[CH:8]([CH3:27])[CH3:7])[CH:13]([CH3:15])[CH3:14])=[O:18])[CH2:3][C:4]([OH:6])=[O:5]
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참가 물질

3

반응물 2

HCID 1088SarcosineHCID 448146361-(2,5-Dioxoazolidinyloxycarbonyloxy)-2-methylpropyl 2-methylpropanoate

생성물 1

HCID 247984962-{N-Methyl[2-methyl-1-(2-methylpropanoyloxy)propoxy]carbonylamino}acetic Acid수율 55.8%

실험 절차

Following the general procedure for the synthesis of acyloxyalkyl carbamates, sarcosine (0.108 g, 1.19 mmol) and 1-(2,5-dioxoazolidinyloxycarbonyloxy)-2-methylpropyl 2-methylpropanoate (0.3 g, 0.99 mmol) were reacted to provide 0.152 g (55% yield) of the title compound (37) as a colorless liquid after work-up and mass-guided preparative HPLC purification. 1H NMR (CD3OD, 400 MHz): δ=6.57 (dd, 1H), 4.19 (m, 2H), 3.03 (2s, 3H), 2.6 (m, 1H), 2.01 (br m, 1H), 1.18 (m, 6H), 1.0-0.98 (2m, 6H). MS (ESI) m/z 298.14 (M+Na)+, 274.13 (M−H)−.

후처리

  1. custom
were reacted

출처 및 근거

ORD 기록
ord-ba6d9ddf7a2d4f97a27b047c8ed56278
출처 데이터셋
uspto-grants-2010_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07799829B2

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