1-Butanol → HCID 52912190, compound

HRID 2228811Notes

Reaction equation

HRID 2228811 reaction equation
C(O)CCC.C(O)C.O.N.[CH3:11][C@H:12]1[C@H:41]([CH3:42])[C@@H:40]2[C@@:15]([C:44]([O:46][C@@H:47]3[O:52][C@H:51]([CH2:53][O:54][C@@H:55]4[O:60][C@H:59]([CH2:61][OH:62])[C@@H:58]([O:63][C@@H:64]5[O:69][C@@H:68]([CH3:70])[C@H:67]([OH:71])[C@@H:66]([OH:72])[C@H:65]5[OH:73])[C@H:57]([OH:74])[C@H:56]4[OH:75])[C@@H:50]([OH:76])[C@H:49]([OH:77])[C@H:48]3[OH:78])=[O:45])([CH2:16][CH2:17][C@:18]3([CH3:43])[C@:23]4([CH3:39])[CH2:24][C@@H:25](O)[C@H:26]5[C@@:31]([CH2:33][OH:34])([CH3:32])[C@@H:30]([OH:35])[C@H:29]([OH:36])[CH2:28][C@:27]5([CH3:37])[C@H:22]4[CH2:21][CH:20]=[C:19]32)[CH2:14][CH2:13]1>O>[CH3:11][C@H:12]1[C@H:41]([CH3:42])[C@@H:40]2[C@@:15]([C:44]([O:46][C@@H:47]3[O:52][C@H:51]([CH2:53][O:54][C@@H:55]4[O:60][C@H:59]([CH2:61][OH:62])[C@@H:58]([O:63][C@@H:64]5[O:69][C@H:68]([CH3:70])[C@H:67]([OH:71])[C@@H:66]([OH:72])[C@H:65]5[OH:73])[C@H:57]([OH:74])[C@H:56]4[OH:75])[C@@H:50]([OH:76])[C@H:49]([OH:77])[C@H:48]3[OH:78])=[O:45])([CH2:16][CH2:17][C@@:18]3([CH3:43])[C@:23]4([CH3:39])[CH2:24][CH2:25][C@H:26]5[C@@:31]([CH2:33][OH:34])([CH3:32])[C@@H:30]([OH:35])[C@H:29]([OH:36])[CH2:28][C@:27]5([CH3:37])[C@H:22]4[CH2:21][CH:20]=[C:19]32)[CH2:14][CH2:13]1

Participants

6

Reactant 4

HCID 2631-ButanolHCID 702EthanolHCID 12896473Azane;hydrateHCID 45356919HCID 45356919, compound

Product 1

HCID 52912190HCID 52912190, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A silica gel (70-230 mesh) was filled in a column with a diameter of 6 cm and a length of 26 cm by using a mobile phase (normal butanol:ethanol:ammonia water:water=60:40:5:10). Thereafter, 1 g of WS-TECA was dissolved in as little amount of the mobile phase as possible and loaded thereon. The mobile phase was allowed to flow at a constant rate and fractionated in 25 ml bottles to obtain 400 mg of pure asiaticoside and madecassoside each.

Workup

  1. additionA silica gel (70-230 mesh) was filled in a column with a diameter of 6 cm
  2. dissolutionThereafter, 1 g of WS-TECA was dissolved in as little amount of the mobile phase as possible and loaded thereon

Sources & evidence

ORD record
ord-7ab18949b17a46499b8fd960a23b4fbe
Source dataset
uspto-grants-2002_07
Patent number
US06417349B1

Reaction notes

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