(5Z,7E,24E)-(1S,3R)-1,3-bis[(t-butyldimethylsilyl)oxy]-22-phenylsulfonyl-24-methyl-24a-homo-9,10-secocholesta-5,7,10⁽¹⁹⁾,24-tetraen-23,25-diol

Base Information

• Chemical Name: (5Z,7E,24E)-(1S,3R)-1,3-bis[(t-butyldimethylsilyl)oxy]-22-phenylsulfonyl-24-methyl-24a-homo-9,10-secocholesta-5,7,10⁽¹⁹⁾,24-tetraen-23,25-diol
• CAS No.: 501431-52-3
• Molecular Formula: C₄₇H₇₈O₆SSi₂
• Molecular Weight: 827.37

Synonyms:(5Z,7E,24E)-(1S,3R)-1,3-bis[(t-butyldimethylsilyl)oxy]-22-phenylsulfonyl-24-methyl-24a-homo-9,10-secocholesta-5,7,10⁽¹⁹⁾,24-tetraen-23,25-diol

Chemical Property of (5Z,7E,24E)-(1S,3R)-1,3-bis[(t-butyldimethylsilyl)oxy]-22-phenylsulfonyl-24-methyl-24a-homo-9,10-secocholesta-5,7,10⁽¹⁹⁾,24-tetraen-23,25-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5Z,7E,24E)-(1S,3R)-1,3-bis[(t-butyldimethylsilyl)oxy]-22-phenylsulfonyl-24-methyl-24a-homo-9,10-secocholesta-5,7,10⁽¹⁹⁾,24-tetraen-23,25-diol

There total 9 articles about (5Z,7E,24E)-(1S,3R)-1,3-bis[(t-butyldimethylsilyl)oxy]-22-phenylsulfonyl-24-methyl-24a-homo-9,10-secocholesta-5,7,10⁽¹⁹⁾,24-tetraen-23,25-diol 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: 70.0%

methylmagnesium bromide (75-16-1) + ethyl (5Z,7E,23aE)-(1S,3R)-1,3-bis[(t-butyldimethylsilyl)oxy]-22-phenylsulfonyl-23-hydroxy-23a-methyl-23a,23b-dihomo-9,10-secochola-5,7,10(19),23-tetraene-24-oate (501431-51-2) → (5Z,7E,24E)-(1S,3R)-1,3-bis[(t-butyldimethylsilyl)oxy]-22-phenylsulfonyl-24-methyl-24a-homo-9,10-secocholesta-5,7,10(19),24-tetraen-23,25-diol (501431-52-3)

Guidance literature:

In tetrahydrofuran; diethyl ether; at 20 ℃; for 2h;

DOI:10.1016/S0039-128X(02)00038-7

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → (5Z,7E,24E)-(1S,3R)-1,3-bis[(t-butyldimethylsilyl)oxy]-22-phenylsulfonyl-24-methyl-24a-homo-9,10-secocholesta-5,7,10(19),24-tetraen-23,25-diol (501431-52-3)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 98 percent / imidazole / dimethylformamide / 24 h / 20 °C

2.1: 97 percent / sodium borohydride / CH₂Cl₂; methanol / 0.25 h / 20 °C

3.1: 60 percent / KOH / methanol / 48 h / 95 °C

4.1: 90 percent / triethylamine; 4,4-dimethylaminopyridine / CH₂Cl₂ / 28 h / 20 °C

5.1: lithium bromide dihydrate; lithium carbonate / dimethylformamide / 0.33 h / 80 °C

5.2: 88 percent / dimethylformamide / 2.5 h / 80 °C

6.1: 88 percent / n-BuLi / tetrahydrofuran / 0.25 h / -70 °C

7.1: 70 percent / diethyl ether; tetrahydrofuran / 2 h / 20 °C

With 1H-imidazole; dmap; potassium hydroxide; sodium tetrahydroborate; n-butyllithium; lithium carbonate; triethylamine; lithium bromide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0039-128X(02)00038-7

Reference yield:

(5Z,7E)-(1S,3R,20S)-1,3-bis<(tert-butyldimethylsilyl)oxy>-9,10-seco-22,23-dinor-5,7,10(19)-cholatrienol 22-p-toluenesulfonate (114694-13-2) → (5Z,7E,24E)-(1S,3R)-1,3-bis[(t-butyldimethylsilyl)oxy]-22-phenylsulfonyl-24-methyl-24a-homo-9,10-secocholesta-5,7,10(19),24-tetraen-23,25-diol (501431-52-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium bromide dihydrate; lithium carbonate / dimethylformamide / 0.33 h / 80 °C

1.2: 88 percent / dimethylformamide / 2.5 h / 80 °C

2.1: 88 percent / n-BuLi / tetrahydrofuran / 0.25 h / -70 °C

3.1: 70 percent / diethyl ether; tetrahydrofuran / 2 h / 20 °C

With n-butyllithium; lithium carbonate; lithium bromide; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide;

DOI:10.1016/S0039-128X(02)00038-7

upstream raw materials:

methylmagnesium bromide

ethyl (5Z,7E,23aE)-(1S,3R)-1,3-bis[(t-butyldimethylsilyl)oxy]-22-phenylsulfonyl-23-hydroxy-23a-methyl-23a,23b-dihomo-9,10-secochola-5,7,10⁽¹⁹⁾,23-tetraene-24-oate

tert-butyldimethylsilyl chloride

(5Z,7E)-(1S,3R,20S)-1,3-bis<(tert-butyldimethylsilyl)oxy>-9,10-seco-22,23-dinor-5,7,10(19)-cholatrienol 22-p-toluenesulfonate

Downstream raw materials:

(3E,5E)-(R)-7-{(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-2,4-dimethyl-octa-3,5-dien-2-ol

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 501431-52-3 (5Z,7E,24E)-(1S,3R)-1,3-bis[(t-butyldimethylsilyl)oxy]-22-phenylsulfonyl-24-methyl-24a-homo-9,10-secocholesta-5,7,10⁽¹⁹⁾,24-tetraen-23,25-diol

Send

Send

Metric Ton KG G Pound L ML

Send

Send