(1R,4R,5R,6R)-6-(4-nitrobenzyl)-4,7,7-trimethyl-6-thiabicyclo[3.2.1]octane trifluoromethanesulfonate

Base Information

• Chemical Name: (1R,4R,5R,6R)-6-(4-nitrobenzyl)-4,7,7-trimethyl-6-thiabicyclo[3.2.1]octane trifluoromethanesulfonate
• CAS No.: 1269141-84-5
• Molecular Formula: CF₃O₃S*C₁₇H₂₄NO₂S
• Molecular Weight: 455.519
• Mol file: 1269141-84-5.mol

Synonyms:(1R,4R,5R,6R)-6-(4-nitrobenzyl)-4,7,7-trimethyl-6-thiabicyclo[3.2.1]octane trifluoromethanesulfonate

Chemical Property of (1R,4R,5R,6R)-6-(4-nitrobenzyl)-4,7,7-trimethyl-6-thiabicyclo[3.2.1]octane trifluoromethanesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,4R,5R,6R)-6-(4-nitrobenzyl)-4,7,7-trimethyl-6-thiabicyclo[3.2.1]octane trifluoromethanesulfonate

There total 1 articles about (1R,4R,5R,6R)-6-(4-nitrobenzyl)-4,7,7-trimethyl-6-thiabicyclo[3.2.1]octane trifluoromethanesulfonate 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: 64.0%

lithium trifluoromethanesulfonate (33454-82-9) + 1-bromomethyl-4-nitro-benzene (100-11-8) + (1R,4R,5R)-4,7,7-trimethyl-6-thiabicyclo[3.2.1]octane (5718-75-2) → (1R,4R,5R,6R)-6-(4-nitrobenzyl)-4,7,7-trimethyl-6-thiabicyclo[3.2.1]octane trifluoromethanesulfonate (1269141-84-5)

Guidance literature:

In dichloromethane; water; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1021/ol200263g

Reference yield:

N-(cyclohex-1-en-1-ylmethylene)-4-methylbenzenesulfonamide (1075183-18-4) + (1R,4R,5R,6R)-6-(4-nitrobenzyl)-4,7,7-trimethyl-6-thiabicyclo[3.2.1]octane trifluoromethanesulfonate (1269141-84-5) → (2R,3R)-2-(cyclohex-1-en-1-yl)-3-(4-nitrophenyl)-1-tosylaziridine (1269141-95-8) + (2S,3R)-2-(cyclohex-1-en-1-yl)-3-(4-nitrophenyl)-1-tosylaziridine (1269141-96-9)

Guidance literature:

With potassium carbonate; In acetonitrile; at 0 - 20 ℃; optical yield given as %de; Inert atmosphere;

DOI:10.1021/ol200263g

Reference yield:

(1R,4R,5R,6R)-6-(4-nitrobenzyl)-4,7,7-trimethyl-6-thiabicyclo[3.2.1]octane trifluoromethanesulfonate (1269141-84-5) → (2S,7aR)-2-(4-nitrophenyl)-1-tosyl-2,4,5,6,7,7a-hexahydro-1H-indole (1269142-07-5)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / acetonitrile / 0 - 20 °C / Inert atmosphere

2: bis(1,1,1,5,5,5-hexafluoropentane-2,4-dionato)copper(II) monohydrate / toluene / 5 h / 150 °C / Inert atmosphere

With bis(1,1,1,5,5,5-hexafluoropentane-2,4-dionato)copper(II) monohydrate; potassium carbonate; In toluene; acetonitrile;

DOI:10.1021/ol200263g

upstream raw materials:

lithium trifluoromethanesulfonate

1-bromomethyl-4-nitro-benzene

(1R,4R,5R)-4,7,7-trimethyl-6-thiabicyclo[3.2.1]octane

Downstream raw materials:

(2R,3R)-2-(cyclohex-1-en-1-yl)-3-(4-nitrophenyl)-1-tosylaziridine

(2S,3R)-2-(cyclohex-1-en-1-yl)-3-(4-nitrophenyl)-1-tosylaziridine

(2S,7aS)-2-(4-nitrophenyl)-1-tosyl-2,4,5,6,7,7a-hexahydro-1H-indole

(2S,7aR)-2-(4-nitrophenyl)-1-tosyl-2,4,5,6,7,7a-hexahydro-1H-indole