HRID736811

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID81531

Diisopropylethylamine

C8H19N

结构：CN(C)[P+](On1nnc2ccccc21)(N(C)C)N(C)C.F[P-](F)(F)(F)(F)F

HCID151348

Tri(dimethylamino)benzotriazol-1-yloxyphosphonium hexafluorophosphate

C12H22F6N6OP2

HCID443297

未命名化合物

结构：Cc1cc(COc2ccc(S(=O)(=O)N[C@@H]3CCC[C@]3(O)C(=O)O)cc2)c2ccccc2n1

HCID68818579

未命名化合物

PRODUCTS

生成物

结构：Cc1cc(COc2ccc(S(=O)(=O)N[C@@H]3CCC[C@]3(O)C(=O)NO)cc2)c2ccccc2n1

HCID11856418

未命名化合物

收率 37%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

溶剂HCID18373917

Acetonitrile--water (1/1)

C2H5NO

PROCEDURE

实验过程

To a solution of (1R,2R)-1-hydroxy-2-[({4-[(2-methylquinolin-4-yl)methoxy]phenyl}sulfonyl)amino]cyclopentanecarboxylic acid (0.08 g) in DMF (0.8 mL) was added hydroxylamine hydrochloride (2 eq), benzotriazol-1-yloxytris(dimethylamino)-phosphonium hexafluorophosphate (1.3 eq) and diisopropylethylamine (4 eq). The reaction was stirred overnight and injected directly onto a reverse phase HPLC (CH3CN/H2O) to afford (1R,2R)-N,1-dihydroxy-2-[({4-[(2-methylquinolin-4-yl)methoxy]phenyl}sulfonyl)amino]cyclopentanecarboxamide (0.03 g, 37%) as a white solid. MS: 472.1 (M+H)+

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-2a66f603c8944f23ac6cecc8e850ba20
来源数据集: uspto-grants-2009_09
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07595327B2
来源说明: uspto-grants-2009_09

反应 SMILES

[OH:1][C@:2]1([C:30]([OH:32])=O)[CH2:6][CH2:5][CH2:4][C@H:3]1[NH:7][S:8]([C:11]1[CH:16]=[CH:15][C:14]([O:17][CH2:18][C:19]2[C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[N:22]=[C:21]([CH3:29])[CH:20]=2)=[CH:13][CH:12]=1)(=[O:10])=[O:9].Cl.NO.F[P-](F)(F)(F)(F)F.[N:43]1([O:52][P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.C(N(C(C)C)CC)(C)C>CN(C=O)C.CC#N.O>[OH:52][NH:43][C:30]([C@@:2]1([OH:1])[CH2:6][CH2:5][CH2:4][C@H:3]1[NH:7][S:8]([C:11]1[CH:16]=[CH:15][C:14]([O:17][CH2:18][C:19]2[C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[N:22]=[C:21]([CH3:29])[CH:20]=2)=[CH:13][CH:12]=1)(=[O:9])=[O:10])=[O:32]