HRID439696

反应详情

EQUATION

反应方程式

REACTANTS

反应物

$结构：C/C=C(\C)C(=O)N[C@@H](c1ccccc1)[C@@H](O)C(=O)O[C@H]1C[C@@]2(O)[C@@H](OC(=O)c3ccccc3)[C@@H]3[C@]4(OC(C)=O)CO[C@@H]4C[C@H](O)[C@@]3(C)C(=O)[C@H](OC(C)=O)C(=C1C)C2(C)C$

HCID6436208

未命名化合物

PRODUCTS

生成物

结构：CC(=O)O[C@H]1C(=O)[C@@]2(C)[C@H]([C@H](OC(=O)c3ccccc3)[C@]3(O)C[C@H](O)C(C)=C1C3(C)C)[C@]1(OC(C)=O)CO[C@@H]1C[C@@H]2O

HCID65366

Baccatin III

C31H38O11

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID887

Methanol

CH4O

PROCEDURE

实验过程

0.5 mg cephalomannine in 20 μl methanol was incubated with 2 ml supernatant for 17 hours on an end-over-end shaker (Fisher Roto-Rack). The solution was extracted with methylene chloride, the extract was evaporated, resuspended in methanol and analyzed by HPLC (Method 2 described following). Cephalomannine concentration was decreased from 0.175 mg/ml to 0 and 0.110 mg/ml baccatin III was produced (89 mol % yield based on analyzed initial cephalomannine concentration).

WORKUP

后处理

extractionThe solution was extracted with methylene chloride
customthe extract was evaporated
concentrationCephalomannine concentration

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-208b36c2f30e497b893823663d617d18
来源数据集: uspto-grants-1996_05
DOI: 10.6084/m9.figshare.5104873.v1
专利: US05516676
来源说明: uspto-grants-1996_05

反应 SMILES

C/C=C(/C(N[C@H]([C@@H](O)C([O:18][C@@H:19]1[C:40]([CH3:41])=[C:39]2[C:42]([CH3:44])([CH3:43])[C@:21]([OH:59])([C@@H:22]([O:50][C:51]([C:53]3[CH:54]=[CH:55][CH:56]=[CH:57][CH:58]=3)=[O:52])[C@@H:23]3[C@:28]4([O:31][C:32]([CH3:34])=[O:33])[CH2:29][O:30][C@@H:27]4[CH2:26][C@H:25]([OH:35])[C@@:24]3([CH3:49])[C:36]([C@@H:38]2[O:45][C:46]([CH3:48])=[O:47])=[O:37])[CH2:20]1)=O)C1C=CC=CC=1)=O)\C>CO>[CH3:41][C:40]1[C@@H:19]([OH:18])[CH2:20][C@:21]2([OH:59])[C:42]([CH3:43])([CH3:44])[C:39]=1[C@@H:38]([O:45][C:46]([CH3:48])=[O:47])[C:36]([C@@:24]1([CH3:49])[C@H:23]([C@@H:22]2[O:50][C:51]([C:53]2[CH:54]=[CH:55][CH:56]=[CH:57][CH:58]=2)=[O:52])[C@:28]2([O:31][C:32]([CH3:34])=[O:33])[CH2:29][O:30][C@@H:27]2[CH2:26][C@@H:25]1[OH:35])=[O:37]