4-(((3aR,6aS)-2,2-dimethyldihydro-3aH-[1,3]dioxolo[4,5-c]pyrrol-5(4H)-yl)sulfonyl)benzonitrile

Base Information

• Chemical Name: 4-(((3aR,6aS)-2,2-dimethyldihydro-3aH-[1,3]dioxolo[4,5-c]pyrrol-5(4H)-yl)sulfonyl)benzonitrile
• CAS No.: 1028903-74-3
• Molecular Formula: C₁₄H₁₆N₂O₄S
• Molecular Weight: 308.358
• Mol file: 1028903-74-3.mol

Synonyms:4-(((3aR,6aS)-2,2-dimethyldihydro-3aH-[1,3]dioxolo[4,5-c]pyrrol-5(4H)-yl)sulfonyl)benzonitrile

Chemical Property of 4-(((3aR,6aS)-2,2-dimethyldihydro-3aH-[1,3]dioxolo[4,5-c]pyrrol-5(4H)-yl)sulfonyl)benzonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(((3aR,6aS)-2,2-dimethyldihydro-3aH-[1,3]dioxolo[4,5-c]pyrrol-5(4H)-yl)sulfonyl)benzonitrile

There total 3 articles about 4-(((3aR,6aS)-2,2-dimethyldihydro-3aH-[1,3]dioxolo[4,5-c]pyrrol-5(4H)-yl)sulfonyl)benzonitrile 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: 89.0%

(meso)-3,4-isopropylidenedioxy-2,5-pyrrolidine hydrotosylate (152139-64-5,845269-67-2) + p-cyanobenzenesulfonyl chloride (49584-26-1) → 4-(((3aR,6aS)-2,2-dimethyldihydro-3aH-[1,3]dioxolo[4,5-c]pyrrol-5(4H)-yl)sulfonyl)benzonitrile (1028903-74-3)

Guidance literature:

With triethylamine; In acetonitrile; for 1h;

DOI:10.1016/j.ab.2011.07.024

Reference yield:

(3aR,6aS)-5-benzyl-2,2-dimethyl-3aH-[1,3]dioxolo[4,5-c]pyrrole-4,6(5H,6aH)-dione → 4-(((3aR,6aS)-2,2-dimethyldihydro-3aH-[1,3]dioxolo[4,5-c]pyrrol-5(4H)-yl)sulfonyl)benzonitrile (1028903-74-3)

Guidance literature:

Multi-step reaction with 3 steps

1: lithium aluminium tetrahydride / diethyl ether / 24 h / 80 °C

2: hydrogen / methanol / 18 h / 20 °C / 1034.32 Torr

3: triethylamine / acetonitrile / 1 h

With lithium aluminium tetrahydride; hydrogen; triethylamine; In methanol; diethyl ether; acetonitrile;

DOI:10.1016/j.ab.2011.07.024

Reference yield:

(3aR,6aS)-5-benzyl-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyrrole (151948-15-1,1028903-73-2) → 4-(((3aR,6aS)-2,2-dimethyldihydro-3aH-[1,3]dioxolo[4,5-c]pyrrol-5(4H)-yl)sulfonyl)benzonitrile (1028903-74-3)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen / methanol / 18 h / 20 °C / 1034.32 Torr

2: triethylamine / acetonitrile / 1 h

With hydrogen; triethylamine; In methanol; acetonitrile;

DOI:10.1016/j.ab.2011.07.024

upstream raw materials:

(meso)-3,4-isopropylidenedioxy-2,5-pyrrolidine hydrotosylate

p-cyanobenzenesulfonyl chloride

(3aR,6aS)-5-benzyl-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyrrole

Downstream raw materials:

(3R,4S)-1-((4-(aminomethyl)phenyl)sulfonyl)pyrrolidine-3,4-diol