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1,2-Dichloroethane → (S)-tert-Butyl 2-((tert-butoxycarbonyl)amino)-5-(methoxy(methyl)amino)-5-oxopentanoate

HRID 384732
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HRID 384732 반응식
[C:1]([O:5][C:6](=[O:21])[C@@H:7]([NH:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:8][CH2:9][C:10]([OH:12])=O)([CH3:4])([CH3:3])[CH3:2].Cl.CO[CH2:25][NH2:26].C1C=CC2N(O)N=NC=2C=1.C(Cl)CCl.CN1CC[O:45][CH2:44]C1>>[CH3:25][N:26]([C:10](=[O:12])[CH2:9][CH2:8][C@@H:7]([C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:21])[NH:13][C:14](=[O:15])[O:16][C:17]([CH3:20])([CH3:19])[CH3:18])[O:45][CH3:44]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 5

HCID 111,2-DichloroethaneHCID 79724-MethylmorpholineHCID 757711-HydroxybenzotriazoleHCID 6993444(4S)-5-(tert-butoxy)-4-{[(tert-butoxy)carbonyl]amino}-5-oxopentanoic acidHCID 21959107Methoxymethanamine hydrochloride

생성물 1

HCID 11244915(S)-tert-Butyl 2-((tert-butoxycarbonyl)amino)-5-(methoxy(methyl)amino)-5-oxopentanoate
수율 105.9%

실험 절차

A mixture of (S)-5-tert-butoxy-4-(tert-butoxycarbonylamino)-5-oxopentanoic acid (3.03 g, 10 mmol) and methoxymethylamine HCl (1.17 g, 12 mmol) in HOBt (1.62 g, 12 mmol), EDC (2.3 g, 12 mmol) and NMM (3.3 mL, 30 mmol) was stirred at RT for 2 hr. The reaction was washed with 1N—HCl, NaHCO3 and sat. NaCl and dried over MgSO4. The solvent was removed to give 3.67 g of (S)-tert-butyl 3,11,11-trimethyl-4,9-dioxo-2,10-dioxa-3,8-diazadodecane-7-carboxylate, as a colorless oil. See, Syn. Lett. 2003, 10: 1411-1414.

후처리

  1. washThe reaction was washed with 1N—HCl, NaHCO3 and sat. NaCl
  2. dry with materialdried over MgSO4
  3. customThe solvent was removed

출처 및 근거

ORD 기록
ord-c4a88759875e48b1a64ebab542df09bd
출처 데이터셋
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08367732B2

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