Succinic anhydride → HCID 68130881, compound

HRID 1581067Notes

Reaction equation

[Cl:1][C:2]1[C:21]2[C@:16]([CH3:24])([C@H:17]3[CH2:23][C@H:18]3[C:19](=[O:22])[CH:20]=2)[C@@H:15]2[C@H:4]([C@H:5]3[C@:12]([CH3:26])([CH2:13][C@H:14]2[OH:25])[C@@:8]([O:27][C:28](=[O:30])[CH3:29])([C:9](=[O:11])[CH3:10])[CH2:7][CH2:6]3)[CH:3]=1.ClC1C2[C@](C)([C@H]3C[C@H]3C(=O)C=2)[C@@H]2[C@H]([C@H]3[C@](C)(CC2)[C@@](OC(=O)C)(C(=O)C)CC3)C=1.[C:60]1(=[O:66])[O:65][C:63](=[O:64])[CH2:62][CH2:61]1>>[C:60]([O:25][C@@H:14]1[CH2:13][C@@:12]2([CH3:26])[C@@H:5]([CH2:6][CH2:7][C@:8]2([O:27][C:28](=[O:30])[CH3:29])[C:9](=[O:11])[CH3:10])[C@H:4]2[C@H:15]1[C@:16]1([CH3:24])[C:21]([C:2]([Cl:1])=[CH:3]2)=[CH:20][C:19](=[O:22])[C@@H:18]2[CH2:23][C@H:17]12)(=[O:66])[CH2:61][CH2:62][C:63]([OH:65])=[O:64]

Participants

Reactant 3

HCID 7922Succinic anhydride

HCID 9880Cyproterone acetate

HCID 68130059HCID 68130059, compound

Product 1

HCID 68130881HCID 68130881, compound

Procedure

0.433 g. of 6-chloro-11α-hydroxy-17-acetoxy-1α,2α-methylene-4,6-pregnadiene-3,20-dione -- prepared from 6-chloro-17-acetoxy-1α,2α-methylene-4,6-pregnadiene-3,20-dione by microbiological hydroxylation as described in the following paragraph -- is reacted analogously to A9 with succinic acid anhydride and worked up. After purification by way of the sodium salt, 230 mg. of (6-chloro-17-acetoxy-3,20-dioxo-1α,2α-methylene-4,6-pregnadien-11α-yl) hydrogen succinate is obtained as a foam. UV: ε280 = 15,500.

Workup

customAfter purification by way of the sodium salt, 230 mg

Sources & evidence

ORD record: ord-19db2c99270b4fa7a45a6efa64932d49
Source dataset: uspto-grants-1976_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03935245

Reaction notes

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