HRID1920636

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID141749

3-Phenoxyphenylacetic acid

C14H12O3

结构：COc1cc(C[C@H](NC(=O)OC(C)(C)C)C(=O)O)cc(OC)c1OC

HCID12146514

未命名化合物

结构：CC(C)C[C@H](NC(=O)[C@@H](NC(=O)OC(C)(C)C)C(C)C)B1O[C@@H]2C[C@@H]3C[C@@H](C3(C)C)[C@]2(C)O1

HCID67492646

未命名化合物

PRODUCTS

生成物

结构：COc1cc(C[C@H](NC(=O)Cc2cccc(Oc3ccccc3)c2)C(=O)N[C@H](C(=O)N[C@@H](CC(C)C)B2O[C@@H]3C[C@@H]4C[C@@H](C4(C)C)[C@]3(C)O2)C(C)C)cc(OC)c1OC

HCID9853937

未命名化合物

PROCEDURE

实验过程

The title compound is prepared from {(S)-2-Methyl-1-[(R)-3-methyl-1-((1S,2S,6R,8S)-2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.02,6]dec-4-yl)-butylcarbamoyl]-propyl}-carbamic acid tert-butyl ester by reiteration of the 2-step (deprotection/coupling) procedure described in example 1 but using (S)-2-tert-Butoxycarbonylamino-3-(3,4,5-trimethoxy-phenyl)-propionic acid and (3-Phenoxy-phenyl)-acetic acid (Trans World Chemicals, Inc.; Rockville, Md., USA) as the partners in each coupling reaction (step B, example 1), respectively. The title compound is obtained as a yellow foam; ES-MS: 812.4 [M+H]+; HPLC: single peak at tR=11.36 min (System 1); Rf=0.53 (CH2Cl2/MeOH, 95/5).

WORKUP

后处理

customin each coupling reaction (step B, example 1)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-3a635e5f07df42c49e8025108f644056
来源数据集: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08173128B2
来源说明: uspto-grants-2012_05

反应 SMILES

C(O[C:6](=[O:33])[NH:7][C@H:8]([C:12](=[O:32])[NH:13][C@H:14]([B:19]1[O:27][C@H:26]2[C@:21]([CH3:31])([C@H:22]3[CH2:28][C@@H:24]([CH2:25]2)[C:23]3([CH3:30])[CH3:29])[O:20]1)[CH2:15][CH:16]([CH3:18])[CH3:17])[CH:9]([CH3:11])[CH3:10])(C)(C)C.C(O[C:39]([NH:41][C@@H:42]([CH2:46][C:47]1[CH:52]=[C:51]([O:53][CH3:54])[C:50]([O:55][CH3:56])=[C:49]([O:57][CH3:58])[CH:48]=1)C(O)=O)=[O:40])(C)(C)C.[O:59]([C:66]1[CH:67]=[C:68]([CH2:72]C(O)=O)[CH:69]=[CH:70][CH:71]=1)[C:60]1[CH:65]=[CH:64][CH:63]=[CH:62][CH:61]=1>>[CH3:10][CH:9]([CH3:11])[C@H:8]([NH:7][C:6](=[O:33])[C@@H:42]([NH:41][C:39](=[O:40])[CH2:72][C:68]1[CH:69]=[CH:70][CH:71]=[C:66]([O:59][C:60]2[CH:65]=[CH:64][CH:63]=[CH:62][CH:61]=2)[CH:67]=1)[CH2:46][C:47]1[CH:48]=[C:49]([O:57][CH3:58])[C:50]([O:55][CH3:56])=[C:51]([O:53][CH3:54])[CH:52]=1)[C:12]([NH:13][C@H:14]([B:19]1[O:27][C@H:26]2[C@:21]([CH3:31])([C@H:22]3[CH2:28][C@@H:24]([CH2:25]2)[C:23]3([CH3:29])[CH3:30])[O:20]1)[CH2:15][CH:16]([CH3:17])[CH3:18])=[O:32]