Tigogenin → HCID 86627332, compound

HRID 1434533Notes

Reaction equation

[CH3:1][C@H:2]1[CH2:30][O:29][C@@:5]2([O:9][C@H:8]3[CH2:10][C@H:11]4[C@@H:16]5[CH2:17][CH2:18][C@H:19]6[CH2:24][C@@H:23]([OH:25])[CH2:22][CH2:21][C@:20]6([CH3:26])[C@H:15]5[CH2:14][CH2:13][C@:12]4([CH3:27])[C@H:7]3[C@@H:6]2[CH3:28])[CH2:4][CH2:3]1.[O:31]=[C:32]([O-:43])[C@@H:33]([C@H:35]([C@@H:37]([C@@H:39]([CH2:41][OH:42])[OH:40])[OH:38])[OH:36])[OH:34].C[C@H]1CO[C@@]2(O[C@H]3C[C@H]4[C@@H]5CC[C@@]6(C)C[C@@H](O)CC[C@]6(C)[C@H]5CC(=O)[C@]4(C)[C@H]3[C@@H]2C)CC1.O=C([O-])[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O.C[C@H]1CO[C@@]2(O[C@H]3C[C@H]4[C@@H]5CC[C@H]6C[C@@H](O)CC[C@]6(C)[C@H]5CC[C@]4(C)[C@H]3[C@@H]2C)CC1.C[C@H]1CO[C@@]2(O[C@H]3C[C@H]4[C@@H]5CC[C@@]6(C)C[C@@H](O)CC[C@]6(C)[C@H]5CC(=O)[C@]4(C)[C@H]3[C@@H]2C)CC1>>[CH3:1][C@H:2]1[CH2:30][O:29][C@@:5]2([O:9][C@H:8]3[CH2:10][C@H:11]4[C@@H:16]5[CH2:17][CH:18]=[C:19]6[CH2:24][C@@H:23]([OH:25])[CH2:22][CH2:21][C@:20]6([CH3:26])[C@H:15]5[CH2:14][CH2:13][C@:12]4([CH3:27])[C@H:7]3[C@@H:6]2[CH3:28])[CH2:4][CH2:3]1.[O:31]=[C:32]([O-:43])[C@@H:33]([C@H:35]([C@@H:37]([C@@H:39]([CH2:41][OH:42])[OH:40])[OH:38])[OH:36])[OH:34]

Participants

Reactant 4

HCID 99516Tigogenin

HCID 44289094HCID 44289094, compound

HCID 86627333HCID 86627333, compound

HCID 86627334HCID 86627334, compound

Product 1

HCID 86627332HCID 86627332, compound

Procedure

Tigogenin gluconate and Hecogenin gluconate were similarly prepared by replacing diosgenin by tigogenin and hecogenin, respectively, in the above preparation.

Workup

customrespectively, in the above preparation

Sources & evidence

ORD record: ord-2184c4904ee340d4848fe6d5b71d1d84
Source dataset: uspto-grants-2009_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07615546B2

Reaction notes

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