t-Butyl pentadienoate → (3R,alphaS)-t-Butyl 3-(alpha-methylbenzylamino)-3-(fur-2-yl)propionate

HRID 1637042노트

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HRID 1637042 반응식
C([N:4]([C@@H:19]([CH3:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C@@H:5]([C:14]1[O:15][CH:16]=[CH:17][CH:18]=1)[CH2:6][C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])C=C.C(OC(C)(C)C)(=O)C=CC=C.C(N([C@@H](C)C1C=CC=CC=1)[C@@H](C=CC1C=CC=CC=1)CC(OC(C)(C)C)=O)C=C.C(N([C@@H](C)C1C=CC=CC=1)[C@@H](C1C=CC=CC=1)[C@H](O)C(OC(C)(C)C)=O)C=C>C(Cl)(Cl)Cl>[CH3:26][C@H:19]([NH:4][C@@H:5]([C:14]1[O:15][CH:16]=[CH:17][CH:18]=1)[CH2:6][C:7]([O:9][C:10]([CH3:13])([CH3:11])[CH3:12])=[O:8])[C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

참가 물질

6

반응물 4

HCID 53950126t-Butyl pentadienoate3회HCID 86755224(3R,alphaS)-t-Butyl 3-(N-allyl-alpha-methylbenzylamino)-5-phenyl-4-pentenoateHCID 86755227(2S,3S,alphaS)-t-Butyl 3-(N-allyl-alpha-methylbenzylamino)-2-hydroxy-3-phenylpropionateHCID 86755232(3R,alphaS)-t-Butyl 3-(N-allyl-alpha-methylbenzylamino)-3-(fur-2-yl)-propionate

생성물 1

HCID 86755231(3R,alphaS)-t-Butyl 3-(alpha-methylbenzylamino)-3-(fur-2-yl)propionate

시약·촉매·용매 1

HCID 6212Chloroform용매2회

실험 절차

The title compound (33) was prepared from compound (14) of Example 5 using the above-described procedure. [α]D21 -1.5 (c 1.74, CHCl3); νmax (CHCl3)/cm-1 1729 s (C=O); δH (300 MHz; CDCl3) 7.32-7.20 (6H, m, Ph, OCH=CH), 6.28 (1H, dd, J=3.2 and 1.9, OCH=CH), 6.15 (1H, d, J=3.2, OCH=CH), 4.19 (1H, t, J=6.9, NCHCH2), 3.76 (1H, q, J=6.5, PhCHCH3); δC (50 MHz; CDCl3) 170.93 (C=O), 156.00 (OC=CH), 146.15 (Ph:Cipso), 141.78 (OCH=CH), 128.61, 126.81 (Ph:Cortho, Cmeta), 127.14 (Ph:Cpara), 110.10 (OCH=CH), 106.40 (OC=CH), 80.55 (C(CH3)3), 54.97, 50.83 (CHN), 40.72 (CH2CO), 27.96 (C(CH3)3), 23.04 (NCHCH3); m/z (CI) 316 (MH+, 100%), 260 (25), 200 (25), 154 (20), 120 (25), 105 (27); (Found: C, 72.37; H, 8.04; N, 4.31. C19H25NO3 requires C, 72.35; H, 7.99; N, 4.44%).

출처 및 근거

ORD 기록
ord-115000730bdb4be59ad8ee951013d785
출처 데이터셋
uspto-grants-2000_03
특허 번호
US06037498

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