(1S,2R,5R)-2-[1-(4-Methoxy-benzenesulfonyl)-1H-indol-3-ylmethyl]-4,4-dimethyl-8-methylene-3-aza-bicyclo[3.3.1]non-6-ene

Base Information

• Chemical Name: (1S,2R,5R)-2-[1-(4-Methoxy-benzenesulfonyl)-1H-indol-3-ylmethyl]-4,4-dimethyl-8-methylene-3-aza-bicyclo[3.3.1]non-6-ene
• CAS No.: 145842-74-6
• Molecular Formula: C₂₇H₃₀N₂O₃S
• Molecular Weight: 462.613
• Mol file: 145842-74-6.mol

Synonyms:(1S,2R,5R)-2-[1-(4-Methoxy-benzenesulfonyl)-1H-indol-3-ylmethyl]-4,4-dimethyl-8-methylene-3-aza-bicyclo[3.3.1]non-6-ene

Chemical Property of (1S,2R,5R)-2-[1-(4-Methoxy-benzenesulfonyl)-1H-indol-3-ylmethyl]-4,4-dimethyl-8-methylene-3-aza-bicyclo[3.3.1]non-6-ene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2R,5R)-2-[1-(4-Methoxy-benzenesulfonyl)-1H-indol-3-ylmethyl]-4,4-dimethyl-8-methylene-3-aza-bicyclo[3.3.1]non-6-ene

There total 6 articles about (1S,2R,5R)-2-[1-(4-Methoxy-benzenesulfonyl)-1H-indol-3-ylmethyl]-4,4-dimethyl-8-methylene-3-aza-bicyclo[3.3.1]non-6-ene 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: 93.0%

(1R,4R,5S,7S)-4-[1-(4-Methoxy-benzenesulfonyl)-1H-indol-3-ylmethyl]-2,2-dimethyl-6-methylene-3-aza-bicyclo[3.3.1]nonan-7-ol (145842-72-4) → (1S,2R,5R)-2-[1-(4-Methoxy-benzenesulfonyl)-1H-indol-3-ylmethyl]-4,4-dimethyl-8-methylene-3-aza-bicyclo[3.3.1]non-6-ene (145842-74-6)

Guidance literature:

With boron trifluoride diethyl etherate; In toluene; at 25 ℃; for 3h;

DOI:10.1016/0957-4166(92)80018-R

Reference yield: 68.1%

(1S,4R,5S)-6-Chloromethyl-4-[1-(4-methoxy-benzenesulfonyl)-1H-indol-3-ylmethyl]-2,2-dimethyl-3-aza-bicyclo[3.3.1]non-6-ene (145801-28-1) → (N(1)-p-methoxyphenylsulfonyl)aristofruticosine + (1S,2R,5R)-2-[1-(4-Methoxy-benzenesulfonyl)-1H-indol-3-ylmethyl]-4,4-dimethyl-8-methylene-3-aza-bicyclo[3.3.1]non-6-ene (145842-74-6) + Acetic acid (1S,4R,5S)-4-[1-(4-methoxy-benzenesulfonyl)-1H-indol-3-ylmethyl]-2,2-dimethyl-3-aza-bicyclo[3.3.1]non-6-en-6-ylmethyl ester (145801-29-2)

Guidance literature:

With perhydrodibenzo-18-crown-6; potassium acetate; acetic acid; In acetonitrile; 1.) 25 deg C, 5 min, 2.) 40 deg C, 13 h;

DOI:10.1016/0957-4166(92)80018-R

Reference yield: 51.0%

Acetic acid (1R,4R,5S,7R)-4-[1-(4-methoxy-benzenesulfonyl)-1H-indol-3-ylmethyl]-2,2-dimethyl-6-methylene-3-aza-bicyclo[3.3.1]non-7-yl ester (145801-32-7) → (1S,2R,5R)-2-[1-(4-Methoxy-benzenesulfonyl)-1H-indol-3-ylmethyl]-4,4-dimethyl-8-methylene-3-aza-bicyclo[3.3.1]non-6-ene (145842-74-6)

Guidance literature:

With toluene-4-sulfonic acid; In 1,2-dichloro-ethane; at 70 ℃; for 14h;

DOI:10.1016/0957-4166(92)80018-R

upstream raw materials:

potassium acetate

(1S,4R,5S)-6-Chloromethyl-4-[1-(4-methoxy-benzenesulfonyl)-1H-indol-3-ylmethyl]-2,2-dimethyl-3-aza-bicyclo[3.3.1]non-6-ene

Acetic acid (1R,4R,5S,7R)-4-[1-(4-methoxy-benzenesulfonyl)-1H-indol-3-ylmethyl]-2,2-dimethyl-6-methylene-3-aza-bicyclo[3.3.1]non-7-yl ester

(1R,4R,5S,7S)-4-[1-(4-Methoxy-benzenesulfonyl)-1H-indol-3-ylmethyl]-2,2-dimethyl-6-methylene-3-aza-bicyclo[3.3.1]nonan-7-ol