(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

Base Information

• Chemical Name: (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
• CAS No.: 945402-25-5
• Molecular Formula: C₅₆H₉₀O₅Si₃
• Molecular Weight: 927.584
• Mol file: 945402-25-5.mol

Synonyms:(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

Chemical Property of (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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (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

There total 11 articles about (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 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) → (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)

Guidance literature:

(S,S)-Noyori catalyst; In isopropyl alcohol; at 20 ℃;

DOI:10.1021/jm061385k

Reference yield:

(3S,4R,5S,7S)-4-(tert-butyldimethylsilyloxy)-3,5-dimethyl-7-((triethylsilyloxy)methyl)-oct-1-yne (945401-93-4) → (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)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / -78 - 0 °C

1.2: 75 percent / tetrahydrofuran; hexane / -78 - 0 °C

2.1: 2.34 g / (S,S)-Noyori catalyst / propan-2-ol / 20 °C

With n-butyllithium; (S,S)-Noyori catalyst; In tetrahydrofuran; hexane; isopropyl alcohol;

DOI:10.1021/jm061385k

Reference yield:

C17H34O2Si → (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)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 1.86 g / imidazole / CH₂Cl₂ / 2 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / -78 - 0 °C

2.2: 75 percent / tetrahydrofuran; hexane / -78 - 0 °C

3.1: 2.34 g / (S,S)-Noyori catalyst / propan-2-ol / 20 °C

With 1H-imidazole; n-butyllithium; (S,S)-Noyori catalyst; In tetrahydrofuran; hexane; dichloromethane; isopropyl alcohol;

DOI:10.1021/jm061385k

upstream raw materials:

(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

1-(((2S,3R,4S,6S)-3,7-bis(tert-butyldimethylsilyloxy)-2,4,6-trimethylheptyloxy)methyl)-4-methoxybenzene

(2S,3R,4S,6S)-3,7-bis(tert-butyldimethylsilyloxy)-2,4,6-trimethylheptan-1-ol

(2S,3R,4S,6S)-4-(tert-butyldimethylsilyloxy)-7-((tert-butyldimethylsilyloxy)methyl)-3,5-dimethyloct-1-yne

Downstream raw materials:

((2E,4R,5S,7S,8Z,10S,11R,12S,14S)-5,7,11-tris(tert-butyldimethylsilyloxy)-4,10,12,14-tetramethyl-15-(triethylsilyloxy)pentadeca-2,8-dienyloxy)triphenylmethane

(2S,4S,5R,6S,7Z,9S,11S,12R,13E)-5,9,11-tris(tert-butyldimethylsilyloxy)-2,4,6,12-tetramethyl-15-(trityloxy)pentadeca-7,13-dien-1-ol

(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

C₅₆H₉₀O₅Si₃