(3Z,5S,6S,7R,9E,11S,13S,14R,15S,16Z,18S,20S,21R,22E)-6-(4-methoxybenzyloxy)-14,18,20-tris(tert-butyldimethylsilyloxy)-5,7,11,13,15,21-hexamethyl-24-(trityloxy)tetracosa-1,3,9,16,22-pentaen-8-one

Base Information

• Chemical Name: (3Z,5S,6S,7R,9E,11S,13S,14R,15S,16Z,18S,20S,21R,22E)-6-(4-methoxybenzyloxy)-14,18,20-tris(tert-butyldimethylsilyloxy)-5,7,11,13,15,21-hexamethyl-24-(trityloxy)tetracosa-1,3,9,16,22-pentaen-8-one
• CAS No.: 945401-97-8
• Molecular Formula: C₇₅H₁₁₄O₇Si₃
• Molecular Weight: 1211.98
• Mol file: 945401-97-8.mol

Synonyms:(3Z,5S,6S,7R,9E,11S,13S,14R,15S,16Z,18S,20S,21R,22E)-6-(4-methoxybenzyloxy)-14,18,20-tris(tert-butyldimethylsilyloxy)-5,7,11,13,15,21-hexamethyl-24-(trityloxy)tetracosa-1,3,9,16,22-pentaen-8-one

Chemical Property of (3Z,5S,6S,7R,9E,11S,13S,14R,15S,16Z,18S,20S,21R,22E)-6-(4-methoxybenzyloxy)-14,18,20-tris(tert-butyldimethylsilyloxy)-5,7,11,13,15,21-hexamethyl-24-(trityloxy)tetracosa-1,3,9,16,22-pentaen-8-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3Z,5S,6S,7R,9E,11S,13S,14R,15S,16Z,18S,20S,21R,22E)-6-(4-methoxybenzyloxy)-14,18,20-tris(tert-butyldimethylsilyloxy)-5,7,11,13,15,21-hexamethyl-24-(trityloxy)tetracosa-1,3,9,16,22-pentaen-8-one

There total 7 articles about (3Z,5S,6S,7R,9E,11S,13S,14R,15S,16Z,18S,20S,21R,22E)-6-(4-methoxybenzyloxy)-14,18,20-tris(tert-butyldimethylsilyloxy)-5,7,11,13,15,21-hexamethyl-24-(trityloxy)tetracosa-1,3,9,16,22-pentaen-8-one 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:

(4R,5S,10S,11R,12S,14S,E)-5,11-bis(tert-butyldimethylsilyloxy)-4,10,12,14-tetramethyl-15-(triethylsilyloxy)-1-(trityloxy)pentadec-2-en-8-yn-7-one (945402-24-4) → (3Z,5S,6S,7R,9E,11S,13S,14R,15S,16Z,18S,20S,21R,22E)-6-(4-methoxybenzyloxy)-14,18,20-tris(tert-butyldimethylsilyloxy)-5,7,11,13,15,21-hexamethyl-24-(trityloxy)tetracosa-1,3,9,16,22-pentaen-8-one (945401-97-8)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 2.34 g / (S,S)-Noyori catalyst / propan-2-ol / 20 °C

2.1: H₂ / Lindlar catalyst / toluene / 20 °C

3.1: 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

4.1: 90 percent / Cl₂CHCO₂H / CH₂Cl₂; methanol / 1 h / 0 °C

5.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h

6.1: Ba(OH)2 / tetrahydrofuran / 0.5 h / 20 °C

6.2: 1.21 g / tetrahydrofuran; H₂O

With 2,6-dimethylpyridine; dichloro-acetic acid; barium dihydroxide; hydrogen; Dess-Martin periodane; Lindlar's catalyst; (S,S)-Noyori catalyst; In tetrahydrofuran; methanol; dichloromethane; isopropyl alcohol; toluene; 2.1: Lindlar hydrogenation / 5.1: Dess-Martin oxidation / 6.2: Horner-Wadsworth-Emmons reaction;

DOI:10.1021/jm061385k

Reference yield:

(4R,5S,7S,10S,11R,12S,14S,E)-5,11-bis(tert-butyldimethylsilyloxy)-4,10,12,14-tetramethyl-15-(triethylsilyloxy)-1-(trityloxy)pentadec-2-en-8-yn-7-ol (945402-25-5) → (3Z,5S,6S,7R,9E,11S,13S,14R,15S,16Z,18S,20S,21R,22E)-6-(4-methoxybenzyloxy)-14,18,20-tris(tert-butyldimethylsilyloxy)-5,7,11,13,15,21-hexamethyl-24-(trityloxy)tetracosa-1,3,9,16,22-pentaen-8-one (945401-97-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: H₂ / Lindlar catalyst / toluene / 20 °C

2.1: 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

3.1: 90 percent / Cl₂CHCO₂H / CH₂Cl₂; methanol / 1 h / 0 °C

4.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h

5.1: Ba(OH)2 / tetrahydrofuran / 0.5 h / 20 °C

5.2: 1.21 g / tetrahydrofuran; H₂O

With 2,6-dimethylpyridine; dichloro-acetic acid; barium dihydroxide; hydrogen; Dess-Martin periodane; Lindlar's catalyst; In tetrahydrofuran; methanol; dichloromethane; toluene; 1.1: Lindlar hydrogenation / 4.1: Dess-Martin oxidation / 5.2: Horner-Wadsworth-Emmons reaction;

DOI:10.1021/jm061385k

Reference yield:

[4-(4-methoxy-benzyloxy)-3,5-dimethyl-2-oxo-nona-6,8-dienyl]-phosphonic-acid dimethyl ester (792911-20-7) + C56H90O5Si3 (1026648-90-7) → (3Z,5S,6S,7R,9E,11S,13S,14R,15S,16Z,18S,20S,21R,22E)-6-(4-methoxybenzyloxy)-14,18,20-tris(tert-butyldimethylsilyloxy)-5,7,11,13,15,21-hexamethyl-24-(trityloxy)tetracosa-1,3,9,16,22-pentaen-8-one (945401-97-8)

Guidance literature:

[4-(4-methoxy-benzyloxy)-3,5-dimethyl-2-oxo-nona-6,8-dienyl]-phosphonic-acid dimethyl ester; With barium dihydroxide; In tetrahydrofuran; at 20 ℃; for 0.5h;

C₅₆H₉₀O₅Si₃; In tetrahydrofuran; water; Further stages.;

DOI:10.1021/jm061385k

upstream raw materials:

[4-(4-methoxy-benzyloxy)-3,5-dimethyl-2-oxo-nona-6,8-dienyl]-phosphonic-acid dimethyl ester

C₅₆H₉₀O₅Si₃

(4R,5S,10S,11R,12S,14S,E)-5,11-bis(tert-butyldimethylsilyloxy)-4,10,12,14-tetramethyl-15-(triethylsilyloxy)-1-(trityloxy)pentadec-2-en-8-yn-7-one

(4R,5S,7S,10S,11R,12S,14S,E)-5,11-bis(tert-butyldimethylsilyloxy)-4,10,12,14-tetramethyl-15-(triethylsilyloxy)-1-(trityloxy)pentadec-2-en-8-yn-7-ol