HRID30305

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID2734969

(R)-4-Benzyl-2-oxazolidinone

C10H11NO2

HCID3669498

3-(3,5-DIFLUOROPHENYL)PROPIONIC ACID

C9H8F2O2

HCID5374941

未命名化合物

HCID16092530

3-(3,5-Difluorophenyl)propanal

C9H8F2O

结构：O=C1OC[C@@H](Cc2ccccc2)N1C(=O)[C@H](CC1CCCC1)[C@@H](O)CCc1ccccc1

HCID18346770

未命名化合物

结构：O=C(N[C@H]1CCCCN(Cc2cccc(Oc3ccccc3)c2)C1=O)[C@H](CC1CC1)[C@@H](O)CCc1cc(F)cc(F)c1

HCID67550039

未命名化合物

PRODUCTS

生成物

结构：CN1C(=O)C(NC(=O)[C@H](CC2CC2)[C@@H](O)CCc2cc(F)cc(F)c2)N=C(c2ccccn2)c2ccccc21

HCID9807077

未命名化合物

PROCEDURE

实验过程

The 3-(3,5-difluorophenyl)propanal used in the aldol reaction was prepared from trans-3,5-difluorocinnamic acid by: (1) hydrogenation to 3-(3,5-difluorophenyl)propionic acid (L. Kruse et al J. Med. Chem. 1987, 30, 486-494); (2) formation of Weinreb amide (M. Braun Synthesis 1989, 856); and (3) reduction to aldehyde (D. A. Evans J. Org. Chem. 1993, 58, 2446-2453).

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-767ee72b508949e0b1fe683c50924b03
来源数据集: uspto-grants-2008_09
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07423033B2
来源说明: uspto-grants-2008_09

反应 SMILES

[F:1][C:2]1[CH:3]=[C:4]([CH2:9][CH2:10][CH:11]=[O:12])[CH:5]=[C:6]([F:8])[CH:7]=1.FC1C=C(C=C(F)C=1)/C=C/C(O)=O.C1(C[C@@H]2COC(=O)[NH:34]2)C=CC=CC=1.FC1C=C(CCC(O)=O)C=C(F)C=1.[O:52]=[C:53]1[C@@H:59]([NH:60][C:61](=[O:79])[C@H:62]([CH2:75][CH:76]2[CH2:78][CH2:77]2)[C@@H](O)CCC2C=C(F)C=C(F)C=2)CCC[CH2:55][N:54]1CC1C=CC=C(OC2C=CC=CC=2)C=1.C1(C[C@H:100]([C@@H:116](O)[CH2:117]CC2C=CC=CC=2)[C:101]([N:103]2[C@H:107]([CH2:108][C:109]3[CH:114]=[CH:113][CH:112]=[CH:111][CH:110]=3)COC2=O)=O)CCCC1>>[CH:76]1([CH2:75][C@H:62]([C@@H:11]([OH:12])[CH2:10][CH2:9][C:4]2[CH:3]=[C:2]([F:1])[CH:7]=[C:6]([F:8])[CH:5]=2)[C:61]([NH:60][CH:59]2[N:34]=[C:108]([C:107]3[CH:117]=[CH:116][CH:100]=[CH:101][N:103]=3)[C:109]3[CH:110]=[CH:111][CH:112]=[CH:113][C:114]=3[N:54]([CH3:55])[C:53]2=[O:52])=[O:79])[CH2:78][CH2:77]1