cholesterol

Base Information

• Chemical Name: cholesterol
• CAS No.: 121155-47-3
• Molecular Formula: C₂₇H₄₆O
• Molecular Weight: 386.662
• Mol file: 121155-47-3.mol

Synonyms:

Chemical Property of cholesterol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cholesterol

There total 3 articles about cholesterol 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: 85.0%

{2-[(3S,8S,9S,10R,13R,14S)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yloxymethoxy]-ethyl}-trimethyl-silane (76514-42-6) → formaldehyd (50-00-0,30525-89-4,61233-19-0) + ethene (74-85-1) + trimethylsilyl fluoride (420-56-4) + Cholesterol (57-88-5,474-77-1,14868-17-8,23820-70-4,34026-89-6,57759-45-2,71869-93-7,121155-47-3,138456-89-0)

Guidance literature:

With tetrabutyl ammonium fluoride; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 45 ℃; for 8h;

DOI:10.1016/S0040-4039(00)78684-9

Reference yield:

→ cholesterol (57-88-5,474-77-1,14868-17-8,23820-70-4,34026-89-6,57759-45-2,71869-93-7,121155-47-3,138456-89-0)

Guidance literature:

Dibromketon 1, NaBH4;

DOI:10.1021/jo00897a045

Reference yield:

5-methylhex-1-yne (2203-80-7) → cholesterol (57-88-5,474-77-1,14868-17-8,23820-70-4,34026-89-6,57759-45-2,71869-93-7,121155-47-3,138456-89-0)

Guidance literature:

Multi-step reaction with 7 steps

1: 1.) LDA / 1.) THF, 0 deg C

2: 85 percent / pyridine

3: Li₂CO₃ / chlorobenzene / Heating

4: 85 percent / tetrahydrofuran / 0 °C

5: 90 percent / Li, ethylamine / -75 °C

6: H₂ / PtO₂ / ethyl acetate; acetic acid

7: TsOH / H₂O; dioxane

With hydrogen; lithium; lithium carbonate; toluene-4-sulfonic acid; ethylamine; lithium diisopropyl amide; platinum(IV) oxide; In tetrahydrofuran; 1,4-dioxane; pyridine; water; acetic acid; ethyl acetate; chlorobenzene;

DOI:10.1016/S0040-4039(00)85693-2

upstream raw materials:

{2-[(3S,8S,9S,10R,13R,14S)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yloxymethoxy]-ethyl}-trimethyl-silane

5-methylhex-1-yne

Downstream raw materials:

Cholesteryl-methansulfonat

3,4,6-tri-O-benzoyl-1,2-O-cholesterylorthobenzoyl-α-D-glucopyranose

benzyl 3-cholesteryl ether

p-Toluol-sulfonsaeure-(cholesteryl-ester)

Refernces

• 1、 Boar,R.B. et al.. "-". . p. 68 - 69. Retrieved 1978.
• 2、 Akhtar et al.. "". . p. 1287. Retrieved 1969.
• 3、 Ohmori, Masayuki,Yamada, Sachiko,Takayama, Hiroaki. "STEREOCONTROLLED SYNTHESIS OF STEROID SIDE CHAIN; STEREOSELECTIVE SYNTHESES OF CHOLESTEROL AND 25-HYDROXYCHOLESTEROL". . p. 4709 - 4712. Retrieved 2007/10/02.
• 4、 -. "Synthesis of steroids". . . Retrieved 2008/06/13.