BE552149A - - Google Patents

Info

Publication number

BE552149A

BE552149A BE552149DA BE552149A BE 552149 A BE552149 A BE 552149A BE 552149D A BE552149D A BE 552149DA BE 552149 A BE552149 A BE 552149A

Authority

BE

Belgium

Prior art keywords

epoxy

4alpha

organic solvent

5alpha

epoxide

Prior art date

Links

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• UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 11
• 238000000034 method Methods 0.000 claims description 7
• 150000001875 compounds Chemical class 0.000 claims description 4
• 239000003960 organic solvent Substances 0.000 claims description 4
• 150000003431 steroids Chemical class 0.000 claims description 3
• 238000002560 therapeutic procedure Methods 0.000 claims description 3
• 125000004423 acyloxy group Chemical group 0.000 claims description 2
• 239000000543 intermediate Substances 0.000 claims description 2
• 150000002576 ketones Chemical group 0.000 claims description 2
• 238000003786 synthesis reaction Methods 0.000 claims description 2
• WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 claims 4
• 150000002118 epoxides Chemical class 0.000 claims 3
• 229910015900 BF3 Inorganic materials 0.000 claims 2
• 239000004593 Epoxy Substances 0.000 claims 1
• 239000006210 lotion Substances 0.000 claims 1
• 239000000203 mixture Substances 0.000 claims 1
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
• 238000002360 preparation method Methods 0.000 claims 1
• 210000000952 spleen Anatomy 0.000 claims 1
• 239000003270 steroid hormone Substances 0.000 claims 1
• QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 12
• 238000002844 melting Methods 0.000 description 8
• 230000008018 melting Effects 0.000 description 8
• QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 5
• OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
• KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 2
• UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
• 239000002253 acid Substances 0.000 description 2
• -1 boro trifluoride Chemical compound 0.000 description 2
• 235000011149 sulphuric acid Nutrition 0.000 description 2
• XMRPGKVKISIQBV-UHFFFAOYSA-N (+-)-5- Pregnane-3,20-dione Natural products C1CC2CC(=O)CCC2(C)C2C1C1CCC(C(=O)C)C1(C)CC2 XMRPGKVKISIQBV-UHFFFAOYSA-N 0.000 description 1
• XMRPGKVKISIQBV-BJMCWZGWSA-N 5alpha-pregnane-3,20-dione Chemical compound C([C@@H]1CC2)C(=O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H](C(=O)C)[C@@]2(C)CC1 XMRPGKVKISIQBV-BJMCWZGWSA-N 0.000 description 1
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
• 230000000397 acetylating effect Effects 0.000 description 1
• 230000021736 acetylation Effects 0.000 description 1
• 238000006640 acetylation reaction Methods 0.000 description 1
• 230000002378 acidificating effect Effects 0.000 description 1
• 150000007513 acids Chemical class 0.000 description 1
• 230000001476 alcoholic effect Effects 0.000 description 1
• 238000006243 chemical reaction Methods 0.000 description 1
• 150000002085 enols Chemical group 0.000 description 1
• 229910052500 inorganic mineral Inorganic materials 0.000 description 1
• 238000004519 manufacturing process Methods 0.000 description 1
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
• 239000011707 mineral Substances 0.000 description 1
• 235000010755 mineral Nutrition 0.000 description 1
• 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
• 235000017557 sodium bicarbonate Nutrition 0.000 description 1
• 239000007858 starting material Substances 0.000 description 1
• 239000000126 substance Substances 0.000 description 1
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1