(αR,1S,6S,7S)-7-(benzyloxy)-2-{{1-[(4-methoxyphenyl)sulfonyl]-1H-indol-3-yl}acetyl}-2-azabicyclo[2.2.2]octane-6-methanol acetate

Base Information

Chemical Name:(αR,1S,6S,7S)-7-(benzyloxy)-2-{{1-[(4-methoxyphenyl)sulfonyl]-1H-indol-3-yl}acetyl}-2-azabicyclo[2.2.2]octane-6-methanol acetate
CAS No.:888504-81-2
Molecular Formula:C₃₅H₃₈N₂O₇S
Molecular Weight:630.762
Hs Code.:

Synonyms:(αR,1S,6S,7S)-7-(benzyloxy)-2-{{1-[(4-methoxyphenyl)sulfonyl]-1H-indol-3-yl}acetyl}-2-azabicyclo[2.2.2]octane-6-methanol acetate

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Chemical Property of (αR,1S,6S,7S)-7-(benzyloxy)-2-{{1-[(4-methoxyphenyl)sulfonyl]-1H-indol-3-yl}acetyl}-2-azabicyclo[2.2.2]octane-6-methanol acetate

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Technology Process of (αR,1S,6S,7S)-7-(benzyloxy)-2-{{1-[(4-methoxyphenyl)sulfonyl]-1H-indol-3-yl}acetyl}-2-azabicyclo[2.2.2]octane-6-methanol acetate

There total 3 articles about (αR,1S,6S,7S)-7-(benzyloxy)-2-{{1-[(4-methoxyphenyl)sulfonyl]-1H-indol-3-yl}acetyl}-2-azabicyclo[2.2.2]octane-6-methanol acetate 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: 82.0%

: 108-24-7
acetic anhydride

: 888504-80-1
1-[(4-methoxyphenyl)sulfonyl]-1H-3-indole-3-acetic acid

: (1S,6S,7S,1'R)-6-(benzyloxy)-7-(1'-hydroxyethyl)-2-azabicyclo[2.2.2]octane

: 888504-81-2
(αR,1S,6S,7S)-7-(benzyloxy)-2-{{1-[(4-methoxyphenyl)sulfonyl]-1H-indol-3-yl}acetyl}-2-azabicyclo[2.2.2]octane-6-methanol acetate

Guidance literature:: 1-[(4-methoxyphenyl)sulfonyl]-1H-3-indole-3-acetic acid; (1S,6S,7S,1'R)-6-(benzyloxy)-7-(1'-hydroxyethyl)-2-azabicyclo[2.2.2]octane; With dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 23 ℃; for 4h;

With potassium hydroxide; In methanol; at 23 ℃; for 2h;

acetic anhydride; With pyridine; dmap; In dichloromethane; at 23 ℃; for 16h;
DOI:10.1002/hlca.200690058

Reference yield:

: 87-51-4
indole-3-acetic acid

: 888504-81-2
(αR,1S,6S,7S)-7-(benzyloxy)-2-{{1-[(4-methoxyphenyl)sulfonyl]-1H-indol-3-yl}acetyl}-2-azabicyclo[2.2.2]octane-6-methanol acetate

Guidance literature:: Multi-step reaction with 2 steps

1.1: BuLi / hexane; tetrahydrofuran / 1 h / -78 °C

1.2: 93 percent / tetrahydrofuran; hexane / 16 h / 23 °C

2.1: DCC / CH₂Cl₂ / 4 h / 0 - 23 °C

2.2: KOH / methanol / 2 h / 23 °C

2.3: 82 percent / pyridine; DMAP / CH₂Cl₂ / 16 h / 23 °C

With n-butyllithium; dicyclohexyl-carbodiimide; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1002/hlca.200690058

Reference yield:

: 98-68-0
4-methoxy-phenyl-sulphonyl chloride

: 888504-81-2
(αR,1S,6S,7S)-7-(benzyloxy)-2-{{1-[(4-methoxyphenyl)sulfonyl]-1H-indol-3-yl}acetyl}-2-azabicyclo[2.2.2]octane-6-methanol acetate

Guidance literature:: Multi-step reaction with 2 steps

1.1: BuLi / hexane; tetrahydrofuran / 1 h / -78 °C

1.2: 93 percent / tetrahydrofuran; hexane / 16 h / 23 °C

2.1: DCC / CH₂Cl₂ / 4 h / 0 - 23 °C

2.2: KOH / methanol / 2 h / 23 °C

2.3: 82 percent / pyridine; DMAP / CH₂Cl₂ / 16 h / 23 °C

With n-butyllithium; dicyclohexyl-carbodiimide; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1002/hlca.200690058