(2R,5S)-1-[(4-methylphenyl)sulfonyl]-2,5-dipropylpyrrolidine

Base Information

• Chemical Name: (2R,5S)-1-[(4-methylphenyl)sulfonyl]-2,5-dipropylpyrrolidine
• CAS No.: 123994-00-3
• Molecular Formula: C17H27 N O2 S
• Molecular Weight: 309.4668
• Mol file: 123994-00-3.mol

Synonyms:

Chemical Property of (2R,5S)-1-[(4-methylphenyl)sulfonyl]-2,5-dipropylpyrrolidine

Chemical Property:

• Vapor Pressure: 2.96E-07mmHg at 25°C
• Boiling Point: 419.8°Cat760mmHg
• Flash Point: 207.7°C
• Density: 1.061g/cm³

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2R,5S)-1-[(4-methylphenyl)sulfonyl]-2,5-dipropylpyrrolidine

There total 11 articles about (2R,5S)-1-[(4-methylphenyl)sulfonyl]-2,5-dipropylpyrrolidine 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: 90.0%

Methanesulfonic acid (1R,4R)-1-propyl-4-(toluene-4-sulfonylamino)-heptyl ester (123993-92-0) → cis-N-(p-tolylsulfonyl)-2,5-dipropylpyrrolidine (123994-00-3)

Guidance literature:

With potassium carbonate; In methanol; for 3h; Ambient temperature;

DOI:10.1021/jo00290a010

Reference yield:

1-Pentyne (627-19-0) → cis-N-(p-tolylsulfonyl)-2,5-dipropylpyrrolidine (123994-00-3)

Guidance literature:

Multi-step reaction with 7 steps

1: 1) (i-Bu)2AlH, 2) CuCl / 1) hexane, 2) THF

2: 61 percent / LiCl, p-benzoquinone / Pd(OAc)2 / pentane; acetic acid / 28 h / Ambient temperature

3: 62 percent / Cs₂CO₃ / dimethylformamide / 48 h / 50 °C

4: 95 percent / aqueous NaOH / methanol / 0.75 h / Heating

5: 99.5 percent / H₂ / PtO₂ / methanol / 3 h / 3800 Torr / Ambient temperature

6: 90 percent / triethylamine / tetrahydrofuran / 1) 0 deg C, 1.5 h, 2) RT, 1 h

7: K₂CO₃ / methanol / 3 h / Ambient temperature

With sodium hydroxide; hydrogen; diisobutylaluminium hydride; potassium carbonate; caesium carbonate; triethylamine; p-benzoquinone; copper(l) chloride; lithium chloride; platinum(IV) oxide; palladium diacetate; In tetrahydrofuran; methanol; acetic acid; N,N-dimethyl-formamide; pentane;

DOI:10.1021/jo00290a010

Reference yield:

(E,E)-4,6-decadiene (53721-79-2) → cis-N-(p-tolylsulfonyl)-2,5-dipropylpyrrolidine (123994-00-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 61 percent / LiCl, p-benzoquinone / Pd(OAc)2 / pentane; acetic acid / 28 h / Ambient temperature

2: 62 percent / Cs₂CO₃ / dimethylformamide / 48 h / 50 °C

3: 95 percent / aqueous NaOH / methanol / 0.75 h / Heating

4: 99.5 percent / H₂ / PtO₂ / methanol / 3 h / 3800 Torr / Ambient temperature

5: 90 percent / triethylamine / tetrahydrofuran / 1) 0 deg C, 1.5 h, 2) RT, 1 h

6: K₂CO₃ / methanol / 3 h / Ambient temperature

With sodium hydroxide; hydrogen; potassium carbonate; caesium carbonate; triethylamine; p-benzoquinone; lithium chloride; platinum(IV) oxide; palladium diacetate; In tetrahydrofuran; methanol; acetic acid; N,N-dimethyl-formamide; pentane;

DOI:10.1021/jo00290a010

upstream raw materials:

(R*,S*)-4-(mesyloxy)-7-(p-toluenesulfonamido)decane

Methanesulfonic acid (1R,4R)-1-propyl-4-(toluene-4-sulfonylamino)-heptyl ester

1-Pentyne

(E,E)-4,6-decadiene

Downstream raw materials:

cis-2,5-dipropylpyrrolidine