一二三四区视频,亚洲少妇熟女色,日本久热无码视频网,欧美国产日韩大尺度,亚洲a视频,久久少妇一区二区,日韩999无码视频,刺激久久久久久久,啊啊啊啊不要啊在线

Welcome to chemicalbook!
Chinese English Japanese Germany Korea
010-86108875
Try our best to find the right business for you.
Do not miss inquiry messages Please log in to view all inquiry messages.

Welcome back!

ChemicalBook CAS DataBase List Hydrocortisone
50-23-7

Hydrocortisone synthesis

10synthesis methods
Hydrocortisone, 11β,17α,21-trihydroxypregn-4-en-3,20-dione (27.1.8), is synthesized in various ways and from various compounds containing a steroid skeleton. According to one of them, hydrocortisone is synthesized from dextropregnenolone. The double bond between C16 and C17 of dextropregnenolone is oxidized using hydrogen peroxide in a base, forming an epoxide 27.1.1. Interacting this with hydrobromic acid opens the epoxide ring, forming 16-bromo-17-hydroxydextropregnenolone (27.1.2). The resulting bromo derivative undergoes debromination by hydrogen using a palladium on carbon catalyst, and then the secondary hydroxyl group undergoes esterification using formic acid in the presence of p-toluenesulfonic acid, giving 3-formyloxy-17-hydroxydextropregnenolone (27.1.3). The resulting 3-formyloxy- 17-hydroxydextropregnenolone undergoes bromination by bromine, which results in bromination of the C4–C5 double bond and the methyl group of acetyl moiety, which forms a tribromo derivative 27.1.4. Reacting the product with sodium iodide results in dehalogenation of the resulting vicinal dibromide, during which the double bond is simultaneously shifted into the position between carbon atoms C5 and C6 that gives the bromoketone 27.1.5. This is reacted with potassium acetate and then with acetic anhydride in the presence of p-toluenesulfonic acid, forming a diacetate 27.1.6. Taking into account that unlike acetates, formates are easily oxidized and give exactly the same products as do the corresponding alcohols, the resulting diacetate is oxidized in an Oppenauer oxidation reaction, using aluminum isopropoxide and cyclohexanone as a hydrogen acceptor. During this, isomerization of the double bond into the primary position between C4 and C5 simultaneously takes place, forming a stable, conjugated vinylketone, after which the acetyl protection of both hydroxyl groups is hydrolyzed using potassium hydroxide, giving 17-hydroxy-11-deoxycorticosterone (27.1.7). This undergoes microbiological oxidation at position C1, forming the desired hydrocortisone (27.1.8). Side reactions of microbiological oxidation using the very same microorganisms can cause hydroxylation of steroids in different positions, using easily accessible progesterone as an initial substance.

-

Yield:50-23-7 94.82%

Reaction Conditions:

with sodium methylate in methanol at 20; for 0.5 h;

Steps:

2 Synthesis of 11, 17, 21-trihydroxy-pregn-4-ene-3, 20-dione

Compound 2 was synthesized by dissolving 29 mg (0.071 mmol)of compound (1) in 1.5 mL of methanol followed by addition of0.3 mL of sodium methoxide as a catalyst. The mixture was kept atroom temperature for 30 min. The reaction mixture was neutralizedwith IR 120H resin and filtered. Filtrate was concentratedand compound 2 was purified with column chromatography usingChloroform/methanol as eluent yielding 27.5 mg (94.82%) of compound2 in pure state. m.p: 490e491 K, Molecular formula:C21H30O5, 1H NMR in CDCl3 at 300 MHz: d 7.260(D, s, CDCl3), d 0.962(1H, s, H-18), d 1.054, 1.017 (1H, dd, H-9, J 3.3 Hz), d 1.442 (1H, s,H-19), d 3.061 (1H, broad signal, OH-21), d 4.337(1H, d, J 19.8 Hz,H-21A), d 4.686 (1H, d, J 19.8 Hz, H-21B) d 4.468e4.499 (1H,q,J 3 Hz, H-11), d 5.689 (1H, d, H-4, J 1.2 Hz). FT-IR nmax (in cm1):3381.44, 2950.5, 2924.74, 2859.79, 1711.34, 1658.76, 1462.88,1378.35, 1271.13, 1235.05, 1090.72, 1025.77, 869.07, 763.91, 743.29.ESI-MS: 385, 362, 346, 302.

References:

Sethi, Arun;Singh, Ranvijay Pratap;Prakash, Rohit;Amandeep [Journal of Molecular Structure,2017,vol. 1130,p. 860 - 866]

Hydrocortisone Related Search:

安溪县| 石泉县| 普宁市| 民勤县| 土默特左旗| 黎城县| 惠州市| 广西| 周宁县| 莎车县| 乐平市| 湘阴县| 凤台县| 石阡县| 金湖县| 瑞昌市| 尉氏县| 无为县| 惠水县| 揭东县| 潢川县| 安丘市| 扬州市| 汾阳市| 阳泉市| 澄城县| 庆阳市| 佛山市| 鄂尔多斯市| 汉源县| 聊城市| 麦盖提县| 吴江市| 洛隆县| 永吉县| 盘山县| 邛崃市| 克东县| 孟连| 金寨县| 柘城县|