(6aS,8S,10aS,12aR)-10a,12a-dimethyl-1-(6-methyl-5-methylideneheptan-2-yl)-1,2,3,5,6,6a,7,8,9,10,10a,11,12,12a-tetradecahydronaphtho[1,2-h]quinolin-8-ol

Base Information

• Chemical Name: (6aS,8S,10aS,12aR)-10a,12a-dimethyl-1-(6-methyl-5-methylideneheptan-2-yl)-1,2,3,5,6,6a,7,8,9,10,10a,11,12,12a-tetradecahydronaphtho[1,2-h]quinolin-8-ol
• CAS No.: 64219-23-4
• Molecular Formula: C₂₈H₄₅NO
• Molecular Weight: 411.671
• Mol file: 64219-23-4.mol

Synonyms:15-Aza-D-homoergosta-8,14,24(28)-trien-3-ol,(3b,5a)-; 15-Aza-24-methylene-D-homocholesta-8,14-dien-3b-ol; 15-Azasterol; A 25822B;Antibiotic A 25822B; AzB; Naphtho[1,2-h]quinolin-8-ol,1-(1,5-dimethyl-4-methylenehexyl)-1,2,3,5,6,6a,7,8,9,10,10a,11,12,12a-tetradecahydro-10a,12a-dimethyl-,[1R-[1a(R*),6ab,8a,10aa,12aa]]-; UCA 1064A

Chemical Property of (6aS,8S,10aS,12aR)-10a,12a-dimethyl-1-(6-methyl-5-methylideneheptan-2-yl)-1,2,3,5,6,6a,7,8,9,10,10a,11,12,12a-tetradecahydronaphtho[1,2-h]quinolin-8-ol

Chemical Property:

• Vapor Pressure: 1.13E-12mmHg at 25°C
• Boiling Point: 513.1°Cat760mmHg
• Flash Point: 343.3°C
• Density: 1.09g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (6aS,8S,10aS,12aR)-10a,12a-dimethyl-1-(6-methyl-5-methylideneheptan-2-yl)-1,2,3,5,6,6a,7,8,9,10,10a,11,12,12a-tetradecahydronaphtho[1,2-h]quinolin-8-ol

There total 11 articles about (6aS,8S,10aS,12aR)-10a,12a-dimethyl-1-(6-methyl-5-methylideneheptan-2-yl)-1,2,3,5,6,6a,7,8,9,10,10a,11,12,12a-tetradecahydronaphtho[1,2-h]quinolin-8-ol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

(2R,4bS,7S,8aS)-2-[(1R,2R)-1-(2-Amino-ethyl)-2,6-dimethyl-5-methylene-heptyl]-7-(tert-butyl-dimethyl-silanyloxy)-2,4b-dimethyl-3,4,4b,5,6,7,8,8a,9,10-decahydro-2H-phenanthren-1-one → antibiotic A25822 B (64219-23-4)

Guidance literature:

With sulfuric acid; In tetrahydrofuran; Yield given; Ambient temperature;

DOI:10.1016/S0040-4020(01)80303-3

Reference yield:

15-acetoxy-3β,14β-dihydroxy-14,15-seco-ergost-24(28)-ene → antibiotic A25822 B (64219-23-4)

Guidance literature:

Multi-step reaction with 7 steps

1: 86 percent / imidazole / dimethylformamide / 1 h / Ambient temperature

2: 87 percent / pyridinium chlorochromate / CH₂Cl₂ / 5 h / Ambient temperature

3: 1.) phenyltrimethylammonium perbromide, 2.) tert-butyldimethylsilyl chloride, imidazole / 1.) THF, 0 deg C, overnight, 2.) DMF, r.t., 1 h

4: 95 percent / 2 N KOH / methanol / 1 h / Ambient temperature

5: 85 percent / imidazole, I₂, Ph₃P / acetonitrile; diethyl ether / 0.33 h / Ambient temperature

6: gaseous NH₃, NH₄Cl / methanol / 48 h / Ambient temperature

7: 0.2 N aq. H₂SO₄ / tetrahydrofuran / Ambient temperature

With 1H-imidazole; potassium hydroxide; sulfuric acid; ammonia; iodine; phenyltrimethylammonium tribromide; ammonium chloride; tert-butyldimethylsilyl chloride; triphenylphosphine; pyridinium chlorochromate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/S0040-4020(01)80303-3

Reference yield:

15-acetoxy-3β,14β-dihydroxy-14,15-seco-cholestan-24-one → antibiotic A25822 B (64219-23-4)

Guidance literature:

Multi-step reaction with 8 steps

1: 78 percent / Zn, TiCl₄ / CH₂Cl₂ / 0.17 h / Ambient temperature

2: 86 percent / imidazole / dimethylformamide / 1 h / Ambient temperature

3: 87 percent / pyridinium chlorochromate / CH₂Cl₂ / 5 h / Ambient temperature

4: 1.) phenyltrimethylammonium perbromide, 2.) tert-butyldimethylsilyl chloride, imidazole / 1.) THF, 0 deg C, overnight, 2.) DMF, r.t., 1 h

5: 95 percent / 2 N KOH / methanol / 1 h / Ambient temperature

6: 85 percent / imidazole, I₂, Ph₃P / acetonitrile; diethyl ether / 0.33 h / Ambient temperature

7: gaseous NH₃, NH₄Cl / methanol / 48 h / Ambient temperature

8: 0.2 N aq. H₂SO₄ / tetrahydrofuran / Ambient temperature

With 1H-imidazole; potassium hydroxide; sulfuric acid; ammonia; iodine; titanium tetrachloride; phenyltrimethylammonium tribromide; ammonium chloride; tert-butyldimethylsilyl chloride; triphenylphosphine; pyridinium chlorochromate; zinc; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/S0040-4020(01)80303-3

upstream raw materials:

3β-t-butyldimethylsilyloxy-15-oxa-D-homo-cholestane-16,24-dione 24-ethylene ketal