[2-(2-{2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-acetic acid (S)-2-((5R,8R,9S,10S,13S,14S,17R)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-propyl ester

Base Information

• Chemical Name: [2-(2-{2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-acetic acid (S)-2-((5R,8R,9S,10S,13S,14S,17R)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-propyl ester
• CAS No.: 869893-61-8
• Molecular Formula: C₄₈H₇₄O₇Si
• Molecular Weight: 791.197
• Mol file: 869893-61-8.mol

Synonyms:

Chemical Property of [2-(2-{2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-acetic acid (S)-2-((5R,8R,9S,10S,13S,14S,17R)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-propyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [2-(2-{2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-acetic acid (S)-2-((5R,8R,9S,10S,13S,14S,17R)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-propyl ester

There total 8 articles about [2-(2-{2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-acetic acid (S)-2-((5R,8R,9S,10S,13S,14S,17R)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-propyl ester 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: 34.0%

20-α-(hydroxymethyl) 5-α-pregnane (27483-57-4) + 2,2-dimethyl-3,3-diphenyl-4,7,10,13,16-pentaoxa-3-silaoctadecan-18-oic acid (209542-21-2) → [2-(2-{2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-acetic acid (S)-2-((5R,8R,9S,10S,13S,14S,17R)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-propyl ester (869893-61-8)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; for 16h;

DOI:10.1016/j.tet.2005.08.085

Reference yield:

(S)-2-((5R,8R,9S,10S,13S,14S)-10,13-Dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,14,15-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-propan-1-ol (869893-60-7) → [2-(2-{2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-acetic acid (S)-2-((5R,8R,9S,10S,13S,14S,17R)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-propyl ester (869893-61-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / hydrogen / platinum on carbon / ethanol

2: 34 percent / 4-(dimethylamino)pyridine; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl salt / CH₂Cl₂ / 16 h

With dmap; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; platinum on activated charcoal; In ethanol; dichloromethane;

DOI:10.1016/j.tet.2005.08.085

Reference yield:

17-(Z)-ethylidene-3β-hydroxy-5α-androstane (1159-24-6) → [2-(2-{2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-acetic acid (S)-2-((5R,8R,9S,10S,13S,14S,17R)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-propyl ester (869893-61-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 86 percent / pyridinium dichromate; molecular sieves 4 Angstroem / CH₂Cl₂ / 3 h

2: 98 percent / BF₃*Et₂O / CH₂Cl₂ / 0.17 h / 20 °C

3: 62 percent / potassium hydroxide; hydrazine monohydrate / ethanol; bis-(2-hydroxy-ethyl) ether / 3.5 h / 110 - 200 °C

4: 97 percent / hydrogen / platinum on carbon / ethanol

5: 34 percent / 4-(dimethylamino)pyridine; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl salt / CH₂Cl₂ / 16 h

With dmap; potassium hydroxide; dipyridinium dichromate; 4 A molecular sieve; boron trifluoride diethyl etherate; hydrogen; hydrazine hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; platinum on activated charcoal; In ethanol; dichloromethane; diethylene glycol; 3: Wolff-Kishner deoxygenation;

DOI:10.1016/j.tet.2005.08.085

upstream raw materials:

20-α-(hydroxymethyl) 5-α-pregnane

2,2-dimethyl-3,3-diphenyl-4,7,10,13,16-pentaoxa-3-silaoctadecan-18-oic acid

(S)-2-((5R,8R,9S,10S,13S,14S)-10,13-Dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,14,15-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-propan-1-ol

2-[2-[2-[2-[2-[tert-butyl(diphenyl)silyl]oxyethoxy]ethoxy]ethoxy]ethoxy]ethanol