trifluoromethanesulfonic acid (6R,7aR)-6-(tert-butyldiphenylsilanoxy)-5,6,7,7a-tetrahydro-3H-pyrrolizin-1-yl ester

Base Information

• Chemical Name: trifluoromethanesulfonic acid (6R,7aR)-6-(tert-butyldiphenylsilanoxy)-5,6,7,7a-tetrahydro-3H-pyrrolizin-1-yl ester
• CAS No.: 544711-75-3
• Molecular Formula: C₂₄H₂₈F₃NO₄SSi
• Molecular Weight: 511.637

Synonyms:trifluoromethanesulfonic acid (6R,7aR)-6-(tert-butyldiphenylsilanoxy)-5,6,7,7a-tetrahydro-3H-pyrrolizin-1-yl ester

Chemical Property of trifluoromethanesulfonic acid (6R,7aR)-6-(tert-butyldiphenylsilanoxy)-5,6,7,7a-tetrahydro-3H-pyrrolizin-1-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of trifluoromethanesulfonic acid (6R,7aR)-6-(tert-butyldiphenylsilanoxy)-5,6,7,7a-tetrahydro-3H-pyrrolizin-1-yl ester

There total 11 articles about trifluoromethanesulfonic acid (6R,7aR)-6-(tert-butyldiphenylsilanoxy)-5,6,7,7a-tetrahydro-3H-pyrrolizin-1-yl 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:

2-[(S)-1-(pent-4-en-1-ynyloxy)ethyl]-1,3,5-triisopropylbenzene (544711-62-8) → trifluoromethanesulfonic acid (6R,7aR)-6-(tert-butyldiphenylsilanoxy)-5,6,7,7a-tetrahydro-3H-pyrrolizin-1-yl ester (544711-75-3)

Guidance literature:

Multi-step reaction with 7 steps

1.1: borane-dimethyl sulfide complex / tetrahydrofuran / 5.5 h / Heating

1.2: triethylamine / Pd/C / methanol / 20 °C

1.3: oxalyl chloride; dimethyl sulfoxide; triethylamine / CH₂Cl₂ / -60 - 20 °C

2.1: 0.266 g / sodium borohydride / ethanol / 4 h / 0 °C

3.1: 82 percent / imidazole; DMAP / dimethylformamide / 20 °C

4.1: 90 percent / trifluoroacetic acid / CH₂Cl₂ / 2.5 h / 20 °C

5.1: oxalyl chloride; dimethyl sulfoxide; triethylamine / CH₂Cl₂ / -60 - 20 °C

6.1: LiHMDS / tetrahydrofuran / 1.5 h / -90 - -65 °C

6.2: 0.046 g / tetrahydrofuran / 2 h / -65 - -50 °C

With 1H-imidazole; dmap; sodium tetrahydroborate; oxalyl dichloride; dimethylsulfide borane complex; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; 2.3: Swern oxidation / 6.1: Swern oxidation;

DOI:10.1021/jo050983o

Reference yield:

N-(5-chloropyridin-2-yl)-1,1,1-trifluoro-N-[(trifluoromethyl)sulphonyl]methanesulphonamide (145100-51-2) + (6R,7aR)-6-(tert-butyldiphenylsilanoxy)hexahydropyrrolizin-1-one (544711-74-2) → trifluoromethanesulfonic acid (6R,7aR)-6-(tert-butyldiphenylsilanoxy)-5,6,7,7a-tetrahydro-3H-pyrrolizin-1-yl ester (544711-75-3)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran;

DOI:10.1021/ol034369f

Reference yield:

(4R,5R)-5-(2,3-dihydroxypropyl)-4-[(S)-1-(2,4,6-triisopropylphenyl)ethoxy]pyrrolidin-2-one (544711-65-1) → trifluoromethanesulfonic acid (6R,7aR)-6-(tert-butyldiphenylsilanoxy)-5,6,7,7a-tetrahydro-3H-pyrrolizin-1-yl ester (544711-75-3)

Guidance literature:

Multi-step reaction with 6 steps

1.1: borane-dimethyl sulfide complex / tetrahydrofuran / 5.5 h / Heating

1.2: triethylamine / Pd/C / methanol / 20 °C

1.3: oxalyl chloride; dimethyl sulfoxide; triethylamine / CH₂Cl₂ / -60 - 20 °C

2.1: 0.266 g / sodium borohydride / ethanol / 4 h / 0 °C

3.1: 82 percent / imidazole; DMAP / dimethylformamide / 20 °C

4.1: 90 percent / trifluoroacetic acid / CH₂Cl₂ / 2.5 h / 20 °C

5.1: oxalyl chloride; dimethyl sulfoxide; triethylamine / CH₂Cl₂ / -60 - 20 °C

6.1: LiHMDS / tetrahydrofuran / 1.5 h / -90 - -65 °C

6.2: 0.046 g / tetrahydrofuran / 2 h / -65 - -50 °C

With 1H-imidazole; dmap; sodium tetrahydroborate; oxalyl dichloride; dimethylsulfide borane complex; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; 1.3: Swern oxidation / 5.1: Swern oxidation;

DOI:10.1021/jo050983o

upstream raw materials:

N-(5-chloropyridin-2-yl)-1,1,1-trifluoro-N-[(trifluoromethyl)sulphonyl]methanesulphonamide

(6R,7aR)-6-(tert-butyldiphenylsilanoxy)hexahydropyrrolizin-1-one

(1R,7aR)-[(S)-1-(2,4,6-triisopropylphenyl)ethoxy]hexahydropyrrolizin-6-one

2-[(S)-1-(pent-4-en-1-ynyloxy)ethyl]-1,3,5-triisopropylbenzene

Downstream raw materials:

(1R,6R,7aR)-6-(tert-butyldiphenylsilanoxy)-hexahydropyrrolizine-1-carboxylic acid methyl ester

(1R,6R,7aR)-6-{3-[(4-(tert-butyldimethylsilanyloxy)-3-methoxyphenyl)propionyloxy]}hexahydropyrrolizine-1-carboxylic acid methyl ester

(6R,7aR)-6-(tert-butyldiphenylsilanoxy)-5,6,7,7a-tetrahydro-3H-pyrrolizine-1-carboxylic acid methyl ester

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 544711-75-3 trifluoromethanesulfonic acid (6R,7aR)-6-(tert-butyldiphenylsilanoxy)-5,6,7,7a-tetrahydro-3H-pyrrolizin-1-yl ester

Send

Send

Metric Ton KG G Pound L ML

Send

Send