2-{(3R)-3-[(3E)-6-(tert-butyldiphenylsilanyloxy)hex-3-enyl]-2-oxo-1,2,3,6-tetrahydropyridin-3-yl}-N-(3,4-dimethoxyphenyl)acetamide

Base Information

• Chemical Name: 2-{(3R)-3-[(3E)-6-(tert-butyldiphenylsilanyloxy)hex-3-enyl]-2-oxo-1,2,3,6-tetrahydropyridin-3-yl}-N-(3,4-dimethoxyphenyl)acetamide
• CAS No.: 939054-88-3
• Molecular Formula: C₃₇H₄₆N₂O₅Si
• Molecular Weight: 626.868

Synonyms:2-{(3R)-3-[(3E)-6-(tert-butyldiphenylsilanyloxy)hex-3-enyl]-2-oxo-1,2,3,6-tetrahydropyridin-3-yl}-N-(3,4-dimethoxyphenyl)acetamide

Chemical Property of 2-{(3R)-3-[(3E)-6-(tert-butyldiphenylsilanyloxy)hex-3-enyl]-2-oxo-1,2,3,6-tetrahydropyridin-3-yl}-N-(3,4-dimethoxyphenyl)acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-{(3R)-3-[(3E)-6-(tert-butyldiphenylsilanyloxy)hex-3-enyl]-2-oxo-1,2,3,6-tetrahydropyridin-3-yl}-N-(3,4-dimethoxyphenyl)acetamide

There total 10 articles about 2-{(3R)-3-[(3E)-6-(tert-butyldiphenylsilanyloxy)hex-3-enyl]-2-oxo-1,2,3,6-tetrahydropyridin-3-yl}-N-(3,4-dimethoxyphenyl)acetamide 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: 96.0%

{(3R)-3-[(3E)-6-(tert-butyldiphenylsilanyloxy)hex-3-enyl]-2-oxo-1,2,3,6-tetrahydropyridin-3-yl}acetic acid methyl ester (939054-92-9) + 3,4-dimethoxyaniline (6315-89-5) → 2-{(3R)-3-[(3E)-6-(tert-butyldiphenylsilanyloxy)hex-3-enyl]-2-oxo-1,2,3,6-tetrahydropyridin-3-yl}-N-(3,4-dimethoxyphenyl)acetamide (939054-88-3)

Guidance literature:

With trimethylaluminum; In hexane; dichloromethane; at 20 ℃; for 48h;

DOI:10.1021/jo070144x

Reference yield:

(5E)-8-(tert-butyldiphenylsilanyloxy)-2-(diethoxyphosphoryl)oct-5-enoic acid methyl ester (939054-89-4) → 2-{(3R)-3-[(3E)-6-(tert-butyldiphenylsilanyloxy)hex-3-enyl]-2-oxo-1,2,3,6-tetrahydropyridin-3-yl}-N-(3,4-dimethoxyphenyl)acetamide (939054-88-3)

Guidance literature:

Multi-step reaction with 9 steps

1.1: 85 percent / Ba(OH)2 / tetrahydrofuran; H₂O / 5 h / 20 °C

2.1: 86 percent / Et₃SiH; trifluoroacetic acid / CH₂Cl₂ / 0.33 h / 0 °C

3.1: 95 percent / Et₃N; DMAP / CH₂Cl₂ / 0.08 h / 0 °C

4.1: LHMDS / toluene; hexane / 0.33 h / -78 °C

4.2: 55 percent / toluene; hexane / 0.17 h / Heating

5.1: 80 percent / NaHMDS / tetrahydrofuran / 3 h / -78 °C

6.1: 89 percent / tetrahydrofuran; methanol / 0.5 h / 20 °C

7.1: 82 percent / DBU / acetonitrile / 1 h / Heating

8.1: 92 percent / K₂CO₃; thiophenol / dimethylformamide / 1 h / 20 °C

9.1: 96 percent / AlMe₃ / CH₂Cl₂; hexane / 48 h / 20 °C

With triethylsilane; dmap; barium dihydroxide; trimethylaluminum; sodium hexamethyldisilazane; potassium carbonate; thiophenol; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile; 1.1: Horner-Wadsworth-Emmons reaction / 4.2: aza-Claisen rearrangement;

DOI:10.1021/jo070144x

Reference yield:

(5E)-8-(tert-butyldiphenylsilanyloxy)-2-((2R,E)-1-tritylaziridin-2-ylmethylene)oct-5-enoic acid methyl ester (939054-94-1) → 2-{(3R)-3-[(3E)-6-(tert-butyldiphenylsilanyloxy)hex-3-enyl]-2-oxo-1,2,3,6-tetrahydropyridin-3-yl}-N-(3,4-dimethoxyphenyl)acetamide (939054-88-3)

Guidance literature:

Multi-step reaction with 8 steps

1.1: 86 percent / Et₃SiH; trifluoroacetic acid / CH₂Cl₂ / 0.33 h / 0 °C

2.1: 95 percent / Et₃N; DMAP / CH₂Cl₂ / 0.08 h / 0 °C

3.1: LHMDS / toluene; hexane / 0.33 h / -78 °C

3.2: 55 percent / toluene; hexane / 0.17 h / Heating

4.1: 80 percent / NaHMDS / tetrahydrofuran / 3 h / -78 °C

5.1: 89 percent / tetrahydrofuran; methanol / 0.5 h / 20 °C

6.1: 82 percent / DBU / acetonitrile / 1 h / Heating

7.1: 92 percent / K₂CO₃; thiophenol / dimethylformamide / 1 h / 20 °C

8.1: 96 percent / AlMe₃ / CH₂Cl₂; hexane / 48 h / 20 °C

With triethylsilane; dmap; trimethylaluminum; sodium hexamethyldisilazane; potassium carbonate; thiophenol; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; 3.2: aza-Claisen rearrangement;

DOI:10.1021/jo070144x

upstream raw materials:

{(3R)-3-[(3E)-6-(tert-butyldiphenylsilanyloxy)hex-3-enyl]-2-oxo-1,2,3,6-tetrahydropyridin-3-yl}acetic acid methyl ester

3,4-dimethoxyaniline

(5E)-8-(tert-butyldiphenylsilanyloxy)-2-(diethoxyphosphoryl)oct-5-enoic acid methyl ester

(5E)-8-(tert-butyldiphenylsilanyloxy)-2-((2R,E)-1-tritylaziridin-2-ylmethylene)oct-5-enoic acid methyl ester

Downstream raw materials:

2-{(3R)-3-[(3E)-6-(tert-butyldiphenylsilanyloxy)hex-3-enyl]-2-methoxy-3,6-dihydropyridin-3-yl}-N-(3,4-dimethoxyphenyl)acetamide

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 939054-88-3 2-{(3R)-3-[(3E)-6-(tert-butyldiphenylsilanyloxy)hex-3-enyl]-2-oxo-1,2,3,6-tetrahydropyridin-3-yl}-N-(3,4-dimethoxyphenyl)acetamide

Send

Send

Metric Ton KG G Pound L ML

Send

Send