(3S,4S,5S,6S)-7-(tert-butyldiphenylsilyloxy)-5-(4-methoxybenzyloxy)-4,6-dimethyl-1-(trimethylsilyl)hept-1-yn-3-ol

Base Information

• Chemical Name: (3S,4S,5S,6S)-7-(tert-butyldiphenylsilyloxy)-5-(4-methoxybenzyloxy)-4,6-dimethyl-1-(trimethylsilyl)hept-1-yn-3-ol
• CAS No.: 1185750-24-6
• Molecular Formula: C₃₆H₅₀O₄Si₂
• Molecular Weight: 602.962

Synonyms:(3S,4S,5S,6S)-7-(tert-butyldiphenylsilyloxy)-5-(4-methoxybenzyloxy)-4,6-dimethyl-1-(trimethylsilyl)hept-1-yn-3-ol

Chemical Property of (3S,4S,5S,6S)-7-(tert-butyldiphenylsilyloxy)-5-(4-methoxybenzyloxy)-4,6-dimethyl-1-(trimethylsilyl)hept-1-yn-3-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,4S,5S,6S)-7-(tert-butyldiphenylsilyloxy)-5-(4-methoxybenzyloxy)-4,6-dimethyl-1-(trimethylsilyl)hept-1-yn-3-ol

There total 6 articles about (3S,4S,5S,6S)-7-(tert-butyldiphenylsilyloxy)-5-(4-methoxybenzyloxy)-4,6-dimethyl-1-(trimethylsilyl)hept-1-yn-3-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:

(2R,3S,4S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-pentanal + trimethylsilylacetylene (1066-54-2) → (3S,4S,5S,6S)-7-(tert-butyldiphenylsilyloxy)-5-(4-methoxybenzyloxy)-4,6-dimethyl-1-(trimethylsilyl)hept-1-yn-3-ol (1185750-24-6) + (3R,4S,5S,6S)-7-(tert-butyldiphenylsilyloxy)-5-(4-methoxybenzyloxy)-4,6-dimethyl-1-(trimethylsilyl)hept-1-yn-3-ol

Guidance literature:

trimethylsilylacetylene; With diethylzinc; In toluene; for 1h; Inert atmosphere; Reflux;

With titanium(IV) isopropylate; (R)-1,1'-Bi-2-naphthol; In diethyl ether; toluene; at 20 ℃; for 1h; Inert atmosphere;

(2R,3S,4S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-pentanal; In diethyl ether; toluene; optical yield given as %de; Inert atmosphere;

DOI:10.1016/j.tet.2009.04.073

Reference yield:

(2S,3R,4S)-3-(4-methoxybenzyloxy)-2,4-dimethylhex-5-en-1-ol (1044739-29-8) → (3S,4S,5S,6S)-7-(tert-butyldiphenylsilyloxy)-5-(4-methoxybenzyloxy)-4,6-dimethyl-1-(trimethylsilyl)hept-1-yn-3-ol (1185750-24-6) + (3R,4S,5S,6S)-7-(tert-butyldiphenylsilyloxy)-5-(4-methoxybenzyloxy)-4,6-dimethyl-1-(trimethylsilyl)hept-1-yn-3-ol

Guidance literature:

Multi-step reaction with 4 steps

1.1: dmap; triethylamine / dichloromethane / Inert atmosphere

2.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / tetrahydrofuran; water; acetone / 48 h / 20 °C / pH 7 / aq. buffer; Inert atmosphere

3.1: sodium periodate / tetrahydrofuran / 2 h / 0 - 20 °C / pH 7 / aq. buffer

4.1: diethylzinc / toluene / 1 h / Inert atmosphere; Reflux

4.2: 1 h / 20 °C / Inert atmosphere

4.3: Inert atmosphere

With dmap; sodium periodate; osmium(VIII) oxide; diethylzinc; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; dichloromethane; water; acetone; toluene;

DOI:10.1016/j.tet.2009.04.073

Reference yield:

(2R,4R,5S)-4-((S)-but-3-en-2-yl)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxane (1185750-49-5) → (3S,4S,5S,6S)-7-(tert-butyldiphenylsilyloxy)-5-(4-methoxybenzyloxy)-4,6-dimethyl-1-(trimethylsilyl)hept-1-yn-3-ol (1185750-24-6) + (3R,4S,5S,6S)-7-(tert-butyldiphenylsilyloxy)-5-(4-methoxybenzyloxy)-4,6-dimethyl-1-(trimethylsilyl)hept-1-yn-3-ol

Guidance literature:

Multi-step reaction with 5 steps

1.1: diisobutylaluminium hydride / hexane; toluene / 3.5 h / -78 - 0 °C / Inert atmosphere

2.1: dmap; triethylamine / dichloromethane / Inert atmosphere

3.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / tetrahydrofuran; water; acetone / 48 h / 20 °C / pH 7 / aq. buffer; Inert atmosphere

4.1: sodium periodate / tetrahydrofuran / 2 h / 0 - 20 °C / pH 7 / aq. buffer

5.1: diethylzinc / toluene / 1 h / Inert atmosphere; Reflux

5.2: 1 h / 20 °C / Inert atmosphere

5.3: Inert atmosphere

With dmap; sodium periodate; osmium(VIII) oxide; diethylzinc; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; hexane; dichloromethane; water; acetone; toluene;

DOI:10.1016/j.tet.2009.04.073

upstream raw materials:

(2S,3R,4S)-3-(4-methoxybenzyloxy)-2,4-dimethylhex-5-en-1-ol

(2R,4R,5S)-4-((S)-but-3-en-2-yl)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxane

(3S,4R,5S)-4-(4-methoxybenzyloxy)-6-(tert-butyldiphenylsilyloxy)-3,5-dimethylhex-1-ene

C₃₂H₄₄O₅Si

Downstream raw materials:

tert-butyl((S)-2-((2S,4S,5R,6S)-2-(4-methoxyphenyl)-5-methyl-6-((trimethylsilyl)ethynyl)-1,3-dioxan-4-yl)propoxy)diphenylsilane

(2S,4S,5R,6S)-4-ethynyl-6-((S,Z)-hexa-3,5-dien-2-yl)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxane

(S)-2-((2S,4S,5R,6S)-6-ethynyl-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)propan-1-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 1185750-24-6 (3S,4S,5S,6S)-7-(tert-butyldiphenylsilyloxy)-5-(4-methoxybenzyloxy)-4,6-dimethyl-1-(trimethylsilyl)hept-1-yn-3-ol

Send

Send

Metric Ton KG G Pound L ML

Send

Send