Toluene-4-sulfonic acid 3-[(1S,5R,7R)-6-benzoyl-1-(tert-butyl-dimethyl-silanyloxy)-6-aza-bicyclo[3.2.1]oct-2-en-7-yl]-propyl ester

Base Information

• Chemical Name: Toluene-4-sulfonic acid 3-[(1S,5R,7R)-6-benzoyl-1-(tert-butyl-dimethyl-silanyloxy)-6-aza-bicyclo[3.2.1]oct-2-en-7-yl]-propyl ester
• CAS No.: 289710-31-2
• Molecular Formula: C₃₀H₄₁NO₅SSi
• Molecular Weight: 555.811

Synonyms:Toluene-4-sulfonic acid 3-[(1S,5R,7R)-6-benzoyl-1-(tert-butyl-dimethyl-silanyloxy)-6-aza-bicyclo[3.2.1]oct-2-en-7-yl]-propyl ester

Chemical Property of Toluene-4-sulfonic acid 3-[(1S,5R,7R)-6-benzoyl-1-(tert-butyl-dimethyl-silanyloxy)-6-aza-bicyclo[3.2.1]oct-2-en-7-yl]-propyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Toluene-4-sulfonic acid 3-[(1S,5R,7R)-6-benzoyl-1-(tert-butyl-dimethyl-silanyloxy)-6-aza-bicyclo[3.2.1]oct-2-en-7-yl]-propyl ester

There total 13 articles about Toluene-4-sulfonic acid 3-[(1S,5R,7R)-6-benzoyl-1-(tert-butyl-dimethyl-silanyloxy)-6-aza-bicyclo[3.2.1]oct-2-en-7-yl]-propyl 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:

(E)-3-[(2S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-acrylonitrile (261156-79-0) → Toluene-4-sulfonic acid 3-[(1S,5R,7R)-6-benzoyl-1-(tert-butyl-dimethyl-silanyloxy)-6-aza-bicyclo[3.2.1]oct-2-en-7-yl]-propyl ester (289710-31-2)

Guidance literature:

Multi-step reaction with 13 steps

1.1: 98 percent / H₂ / Pd/C / ethyl acetate / 12 h / 760.05 Torr

2.1: 100 percent / TBAF / tetrahydrofuran / 0.5 h / 20 °C

3.1: 84 percent / Jones reagent / acetone / 0.5 h / 20 °C

4.1: 78 percent / SmI₂; MeOH / tetrahydrofuran / -78 - 20 °C

5.1: 91 percent / DIPEA / CH₂Cl₂ / 17 h / 0 - 20 °C

6.1: methanol / 20 h / 0 - 20 °C

7.1: 1.3 g / NaH / toluene / 3 h / Heating

8.1: Na; naphthalene / 1,2-dimethoxy-ethane / 0.25 h / -78 °C

9.1: 0.59 g / DMAP / acetonitrile / 0 - 20 °C

10.1: 59 percent / NaNO₂; CuCl; HCl / 1 h / 20 °C

11.1: 91 percent / TiCl₄ / CH₂Cl₂ / -78 - 20 °C

12.1: BH₃*THF; 2-methyl-2-butene / tetrahydrofuran; diethyl ether / -23 - 20 °C

12.2: H₂O₂; aq. NaOH / tetrahydrofuran; diethyl ether / 0.5 h / 20 °C

13.1: 120 mg / Et₃N; DMAP / CH₂Cl₂ / 0 - 20 °C

With hydrogenchloride; methanol; dmap; jones reagent; samarium diiodide; borane-THF; 2-methyl-but-2-ene; naphthalene; tetrabutyl ammonium fluoride; hydrogen; sodium; titanium tetrachloride; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; copper(l) chloride; sodium nitrite; palladium on activated charcoal; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether; dichloromethane; ethyl acetate; acetone; toluene; acetonitrile; 1.1: Catalytic hydrogenation / 2.1: desilylation / 3.1: Oxidation / 4.1: Cyclization / 5.1: Condensation / 6.1: Condensation / 7.1: Reduction / 8.1: Reduction / 9.1: Acylation / 10.1: Oxidation / 11.1: Substitution / 12.1: hydroboration / 12.2: Oxidation / 13.1: Tosylation;

DOI:10.1021/jo000260z

Reference yield:

t-butyldimethylsiyl triflate (69739-34-0) → Toluene-4-sulfonic acid 3-[(1S,5R,7R)-6-benzoyl-1-(tert-butyl-dimethyl-silanyloxy)-6-aza-bicyclo[3.2.1]oct-2-en-7-yl]-propyl ester (289710-31-2)

Guidance literature:

Multi-step reaction with 9 steps

1.1: 91 percent / DIPEA / CH₂Cl₂ / 17 h / 0 - 20 °C

2.1: methanol / 20 h / 0 - 20 °C

3.1: 1.3 g / NaH / toluene / 3 h / Heating

4.1: Na; naphthalene / 1,2-dimethoxy-ethane / 0.25 h / -78 °C

5.1: 0.59 g / DMAP / acetonitrile / 0 - 20 °C

6.1: 59 percent / NaNO₂; CuCl; HCl / 1 h / 20 °C

7.1: 91 percent / TiCl₄ / CH₂Cl₂ / -78 - 20 °C

8.1: BH₃*THF; 2-methyl-2-butene / tetrahydrofuran; diethyl ether / -23 - 20 °C

8.2: H₂O₂; aq. NaOH / tetrahydrofuran; diethyl ether / 0.5 h / 20 °C

9.1: 120 mg / Et₃N; DMAP / CH₂Cl₂ / 0 - 20 °C

With hydrogenchloride; dmap; borane-THF; 2-methyl-but-2-ene; naphthalene; sodium; titanium tetrachloride; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; copper(l) chloride; sodium nitrite; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether; dichloromethane; toluene; acetonitrile; 1.1: Condensation / 2.1: Condensation / 3.1: Reduction / 4.1: Reduction / 5.1: Acylation / 6.1: Oxidation / 7.1: Substitution / 8.1: hydroboration / 8.2: Oxidation / 9.1: Tosylation;

DOI:10.1021/jo000260z

Reference yield:

3-[(R)-4-Oxo-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-propionitrile (261156-80-3) → Toluene-4-sulfonic acid 3-[(1S,5R,7R)-6-benzoyl-1-(tert-butyl-dimethyl-silanyloxy)-6-aza-bicyclo[3.2.1]oct-2-en-7-yl]-propyl ester (289710-31-2)

Guidance literature:

Multi-step reaction with 10 steps

1.1: 78 percent / SmI₂; MeOH / tetrahydrofuran / -78 - 20 °C

2.1: 91 percent / DIPEA / CH₂Cl₂ / 17 h / 0 - 20 °C

3.1: methanol / 20 h / 0 - 20 °C

4.1: 1.3 g / NaH / toluene / 3 h / Heating

5.1: Na; naphthalene / 1,2-dimethoxy-ethane / 0.25 h / -78 °C

6.1: 0.59 g / DMAP / acetonitrile / 0 - 20 °C

7.1: 59 percent / NaNO₂; CuCl; HCl / 1 h / 20 °C

8.1: 91 percent / TiCl₄ / CH₂Cl₂ / -78 - 20 °C

9.1: BH₃*THF; 2-methyl-2-butene / tetrahydrofuran; diethyl ether / -23 - 20 °C

9.2: H₂O₂; aq. NaOH / tetrahydrofuran; diethyl ether / 0.5 h / 20 °C

10.1: 120 mg / Et₃N; DMAP / CH₂Cl₂ / 0 - 20 °C

With hydrogenchloride; methanol; dmap; samarium diiodide; borane-THF; 2-methyl-but-2-ene; naphthalene; sodium; titanium tetrachloride; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; copper(l) chloride; sodium nitrite; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether; dichloromethane; toluene; acetonitrile; 1.1: Cyclization / 2.1: Condensation / 3.1: Condensation / 4.1: Reduction / 5.1: Reduction / 6.1: Acylation / 7.1: Oxidation / 8.1: Substitution / 9.1: hydroboration / 9.2: Oxidation / 10.1: Tosylation;

DOI:10.1021/jo000260z

upstream raw materials:

t-butyldimethylsiyl triflate

3-[(R)-4-Oxo-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-propionitrile

(1R,5R)-1-Hydroxy-6-(toluene-4-sulfonyl)-6-aza-bicyclo[3.2.1]octan-2-one

3-[(2R,4R)-4-Hydroxy-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-propionitrile

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 289710-31-2 Toluene-4-sulfonic acid 3-[(1S,5R,7R)-6-benzoyl-1-(tert-butyl-dimethyl-silanyloxy)-6-aza-bicyclo[3.2.1]oct-2-en-7-yl]-propyl ester

Send

Send

Metric Ton KG G Pound L ML

Send

Send