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HRID2238453

反应详情

EQUATION

反应方程式

HRID 2238453 的结构方程式

REACTANTS

反应物

2
结构：C[C@@H]1CC[C@@]2(OC1)O[C@H]1C[C@H]3[C@@H]4CC[C@@H]5CC(=O)CC[C@]5(C)[C@H]4CC[C@]3(C)[C@H]1[C@@H]2C
HCID160498

Smilagenone

C27H42O3

结构：[O]=[Cr](=[O])([O-])[O][Cr](=[O])(=[O])[O-].c1cc[nH+]cc1.c1cc[nH+]cc1
HCID2724130

Chromic acid (H2Cr2O7), compd. with pyridine (1:2)

C10H12Cr2N2O7

PRODUCTS

生成物

2
结构：C[C@@H]1CC[C@@]2(OC1)O[C@H]1C[C@H]3[C@@H]4CC[C@@H]5CC(=O)CC[C@]5(C)[C@H]4CC[C@]3(C)[C@H]1[C@@H]2C
HCID160498

Smilagenone

C27H42O3

结构：C[C@@H]1CC[C@@]2(OC1)O[C@H]1C[C@H]3[C@@H]4CCC5=CC(=O)CC[C@]5(C)[C@H]4CC[C@]3(C)[C@H]1[C@@H]2C
HCID10251134

未命名化合物

PROCEDURE

实验过程

The 3-keto,5β-H steroidal sapogenin starting material may suitably be prepared by oxidation of the corresponding 3-OH sapogenin. For example, sarsasapogenone has been prepared by oxidation with pyridinium dichromate as described by Miles (J. Agric Food Chem., 41, 914-917 (1993)), Jones oxidation as described by Blunden (J. Nat. Prod., 42, 478-482 (1979)) and in WO-98/07741, the disclosures of which are incorporated herein by reference. Smilagenone has been produced from diosgenone (itself prepared by the oxidation of diosgenin) utilizing the reduction of the double bond of the α,β unsaturated ketone [Marker et al., J. Am. Chem. Soc. 2525 (1940), Irismetov & Goryaev, Izv. Akad. Nauk Kaz. SSR, Ser. Khim., 2, 47-52 (1981)].