(2R,3S,4S,5S,7S,8Z,10S,11S,12S,13Z,16S,17R,18S,19S,20S,21Z)-19-hydroxy-3,5-[(S)-4-methoxybenzilidenedioxy]-7,11-bis-methoxymethoxy-17-(4-methoxyphenoxyphenoxy)-2,4,10,12,14,16,18,20-octamethyltetracosa-8,13,21,23-tetraenoic acid methyl ester

Base Information

• Chemical Name: (2R,3S,4S,5S,7S,8Z,10S,11S,12S,13Z,16S,17R,18S,19S,20S,21Z)-19-hydroxy-3,5-[(S)-4-methoxybenzilidenedioxy]-7,11-bis-methoxymethoxy-17-(4-methoxyphenoxyphenoxy)-2,4,10,12,14,16,18,20-octamethyltetracosa-8,13,21,23-tetraenoic acid methyl ester
• CAS No.: 851889-86-6
• Molecular Formula: C₅₃H₈₀O₁₂
• Molecular Weight: 909.211

Synonyms:(2R,3S,4S,5S,7S,8Z,10S,11S,12S,13Z,16S,17R,18S,19S,20S,21Z)-19-hydroxy-3,5-[(S)-4-methoxybenzilidenedioxy]-7,11-bis-methoxymethoxy-17-(4-methoxyphenoxyphenoxy)-2,4,10,12,14,16,18,20-octamethyltetracosa-8,13,21,23-tetraenoic acid methyl ester

Chemical Property of (2R,3S,4S,5S,7S,8Z,10S,11S,12S,13Z,16S,17R,18S,19S,20S,21Z)-19-hydroxy-3,5-[(S)-4-methoxybenzilidenedioxy]-7,11-bis-methoxymethoxy-17-(4-methoxyphenoxyphenoxy)-2,4,10,12,14,16,18,20-octamethyltetracosa-8,13,21,23-tetraenoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S,4S,5S,7S,8Z,10S,11S,12S,13Z,16S,17R,18S,19S,20S,21Z)-19-hydroxy-3,5-[(S)-4-methoxybenzilidenedioxy]-7,11-bis-methoxymethoxy-17-(4-methoxyphenoxyphenoxy)-2,4,10,12,14,16,18,20-octamethyltetracosa-8,13,21,23-tetraenoic acid methyl ester

There total 41 articles about (2R,3S,4S,5S,7S,8Z,10S,11S,12S,13Z,16S,17R,18S,19S,20S,21Z)-19-hydroxy-3,5-[(S)-4-methoxybenzilidenedioxy]-7,11-bis-methoxymethoxy-17-(4-methoxyphenoxyphenoxy)-2,4,10,12,14,16,18,20-octamethyltetracosa-8,13,21,23-tetraenoic acid methyl 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:

p-Anisaldehyde dimethyl acetal (2186-92-7) → (2R,3S,4S,5S,7S,8Z,10S,11S,12S,13Z,16S,17R,18S,19S,20S,21Z)-19-hydroxy-3,5-[(S)-4-methoxybenzilidenedioxy]-7,11-bis-methoxymethoxy-17-(4-methoxyphenoxyphenoxy)-2,4,10,12,14,16,18,20-octamethyltetracosa-8,13,21,23-tetraenoic acid methyl ester (851889-86-6)

Guidance literature:

Multi-step reaction with 10 steps

1.1: 4.8 g / p-toluenesulfonic acid / dimethylformamide / 5 h / 20 °C

2.1: 2,6-lutidine / CH₂Cl₂ / -78 - 0 °C

3.1: ozone; pyridine / methanol / -78 °C

3.2: dimethyl sulfide / methanol / -78 - 0 °C

4.1: diethyl ether / 48 h / 20 °C

5.1: 5.6 g / NaH / tetrahydrofuran / 3 h / 20 °C

6.1: 83 percent / diisobutylaluminium hydride / CH₂Cl₂; hexane / -78 - -50 °C

7.1: 95 percent / triphenylphosphine; I₂ / CH₂Cl₂ / 0 - 20 °C

8.1: t-BuLi / diethyl ether; pentane / 0.05 h / -78 °C

8.2: tetrahydrofuran; diethyl ether; pentane / 1.17 h / -78 - 20 °C

9.1: 50.0 mg / PdCl₂(dppf); TlOEt / dimethylformamide; tetrahydrofuran / 14 h / 20 °C

10.1: 77 percent / p-TsOH*H₂O / methanol / 1 h / 0 °C

With pyridine; 2,6-dimethylpyridine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; iodine; tert.-butyl lithium; thallium (I) ethoxide; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; ozone; triphenylphosphine; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; pentane; 5.1: Peterson elimination / 9.1: Suzuki cross-coupling;

DOI:10.1021/ja043168j

Reference yield:

(3E,5S,6S,7R)-6,8-[(R)-4-methoxy-benzylidenedioxy]-4,5,7-trimethyl-oct-3-enoic acid methyl ester (851889-68-4) → (2R,3S,4S,5S,7S,8Z,10S,11S,12S,13Z,16S,17R,18S,19S,20S,21Z)-19-hydroxy-3,5-[(S)-4-methoxybenzilidenedioxy]-7,11-bis-methoxymethoxy-17-(4-methoxyphenoxyphenoxy)-2,4,10,12,14,16,18,20-octamethyltetracosa-8,13,21,23-tetraenoic acid methyl ester (851889-86-6)

Guidance literature:

Multi-step reaction with 15 steps

1.1: ozone; pyridine / methanol / -78 °C

1.2: 95 percent / dimethyl sulfide / methanol / -78 - 0 °C

2.1: diisopropylethyl amine / CH₂Cl₂ / 0.08 h / -78 °C

2.2: Bu₂BOTf / CH₂Cl₂ / 0.75 h / -78 °C

2.3: 76 percent / CH₂Cl₂ / 1 h / -78 °C

3.1: 95 percent / SmI₂ / tetrahydrofuran / 4 h / -10 °C

4.1: KOH / methanol / 20 °C

4.2: 20 percent / silica gel / methanol; hexane

5.1: PPTS / CH₂Cl₂

6.1: 0.47 g / RuCl₂(PPh₃)3 / benzene / 8 h / 20 °C

7.1: NaClO₂; NaH₂PO₄*H₂₀; 2-methyl-2-butene / 2-methyl-propan-2-ol / 2 h / 20 °C

8.1: 0.44 g / benzene; methanol; hexane / 0.25 h

9.1: 83 percent / diisopropylethylamine; DMAP / CH₂Cl₂ / 8 h / 0 - 20 °C

10.1: H₂; quinoline / Pd/CaCO₃/Pb / hexane / 8 h / 760 Torr

11.1: 0.397 g / N-iodosuccinimide / acetonitrile; various solvent(s) / 3 h

12.1: TBAF; AcOH / tetrahydrofuran / 36 h / 20 °C

13.1: 0.054 g / diisopropylethylamine; DMAP / CH₂Cl₂ / 8 h / 0 - 20 °C

14.1: 50.0 mg / PdCl₂(dppf); TlOEt / dimethylformamide; tetrahydrofuran / 14 h / 20 °C

15.1: 77 percent / p-TsOH*H₂O / methanol / 1 h / 0 °C

With pyridine; quinoline; dmap; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium hydroxide; sodium chlorite; sodium dihydrogenphosphate; N-iodo-succinimide; tris(triphenylphosphine)ruthenium(II) chloride; samarium diiodide; 2-methyl-but-2-ene; tetrabutyl ammonium fluoride; hydrogen; thallium (I) ethoxide; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; ozone; acetic acid; N-ethyl-N,N-diisopropylamine; Lindlar's catalyst; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol; benzene; 3.1: Evans-Tischenko reduction / 10.1: Lindlar reduction / 11.1: Kishi iododesilylation / 14.1: Suzuki cross-coupling;

DOI:10.1021/ja043168j

Reference yield:

(2S,3R,4R,7S,10S,11R,12S,13Z)-11-(tert-butyldimethylsilanyloxy)-1,3-[(R)-4-methoxybenzylidenedioxy]-7-hydroxy-2,4,10,12-tetramethyl-14-trimethylsilanylpentadec-13-en-8-yn-5-one (851889-73-1) → (2R,3S,4S,5S,7S,8Z,10S,11S,12S,13Z,16S,17R,18S,19S,20S,21Z)-19-hydroxy-3,5-[(S)-4-methoxybenzilidenedioxy]-7,11-bis-methoxymethoxy-17-(4-methoxyphenoxyphenoxy)-2,4,10,12,14,16,18,20-octamethyltetracosa-8,13,21,23-tetraenoic acid methyl ester (851889-86-6)

Guidance literature:

Multi-step reaction with 13 steps

1.1: 95 percent / SmI₂ / tetrahydrofuran / 4 h / -10 °C

2.1: KOH / methanol / 20 °C

2.2: 20 percent / silica gel / methanol; hexane

3.1: PPTS / CH₂Cl₂

4.1: 0.47 g / RuCl₂(PPh₃)3 / benzene / 8 h / 20 °C

5.1: NaClO₂; NaH₂PO₄*H₂₀; 2-methyl-2-butene / 2-methyl-propan-2-ol / 2 h / 20 °C

6.1: 0.44 g / benzene; methanol; hexane / 0.25 h

7.1: 83 percent / diisopropylethylamine; DMAP / CH₂Cl₂ / 8 h / 0 - 20 °C

8.1: H₂; quinoline / Pd/CaCO₃/Pb / hexane / 8 h / 760 Torr

9.1: 0.397 g / N-iodosuccinimide / acetonitrile; various solvent(s) / 3 h

10.1: TBAF; AcOH / tetrahydrofuran / 36 h / 20 °C

11.1: 0.054 g / diisopropylethylamine; DMAP / CH₂Cl₂ / 8 h / 0 - 20 °C

12.1: 50.0 mg / PdCl₂(dppf); TlOEt / dimethylformamide; tetrahydrofuran / 14 h / 20 °C

13.1: 77 percent / p-TsOH*H₂O / methanol / 1 h / 0 °C

With quinoline; dmap; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium hydroxide; sodium chlorite; sodium dihydrogenphosphate; N-iodo-succinimide; tris(triphenylphosphine)ruthenium(II) chloride; samarium diiodide; 2-methyl-but-2-ene; tetrabutyl ammonium fluoride; hydrogen; thallium (I) ethoxide; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; acetic acid; N-ethyl-N,N-diisopropylamine; Lindlar's catalyst; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol; benzene; 1.1: Evans-Tischenko reduction / 8.1: Lindlar reduction / 9.1: Kishi iododesilylation / 12.1: Suzuki cross-coupling;

DOI:10.1021/ja043168j

upstream raw materials:

(3E,5S,6S,7R)-6,8-[(R)-4-methoxy-benzylidenedioxy]-4,5,7-trimethyl-oct-3-enoic acid methyl ester

(3E,5S,6S,7R,8R,9S)-6-hydroxy-8,10-[(R)-4-methoxybenzilidenedioxy]-5,7,9-trimethyldec-3-enoic acid methyl ester

(2R,3R,4S)-4-[(2R,4R,5S)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-3-triethylsilanyloxy-pentanal

(2S,3R,4R,5S,6S,7Z)-5-triethylsilanyloxy-1,3-[(R)-4-methoxybenzilidenedioxy]-2,4,6-trimethyldeca-7,9-diene

Downstream raw materials:

2-[6-[14-carbamoyloxy-12-(4-methoxy-benzyloxy)-2,6-bis-methoxymethoxy-5,7,9,11,13,15-hexamethyl-nonadeca-3,8,16,18-tetraenyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propionic acid methyl ester

(R)-2-[(2S,4S,5S,6S)-6-((3Z,8Z,16Z)-(2S,5S,6S,7S,11S,12R,13S,14S,15S)-14-Carbamoyloxy-12-hydroxy-2,6-bis-methoxymethoxy-5,7,9,11,13,15-hexamethyl-nonadeca-3,8,16,18-tetraenyl)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propionic acid methyl ester

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 851889-86-6 (2R,3S,4S,5S,7S,8Z,10S,11S,12S,13Z,16S,17R,18S,19S,20S,21Z)-19-hydroxy-3,5-[(S)-4-methoxybenzilidenedioxy]-7,11-bis-methoxymethoxy-17-(4-methoxyphenoxyphenoxy)-2,4,10,12,14,16,18,20-octamethyltetracosa-8,13,21,23-tetraenoic acid methyl ester

Send

Send

Metric Ton KG G Pound L ML

Send

Send