(1S,2R,5S,8R)-5-((S)-1-(4-methoxyphenyl)-2-nitroethyl)-8,11,11-trimethyl-3-oxa-6-azatricyclo[6.2.1.0(2,7)]undec-6-en-4-one

Base Information

Chemical Name:(1S,2R,5S,8R)-5-((S)-1-(4-methoxyphenyl)-2-nitroethyl)-8,11,11-trimethyl-3-oxa-6-azatricyclo[6.2.1.0(2,7)]undec-6-en-4-one
CAS No.:1100256-47-0
Molecular Formula:C₂₁H₂₆N₂O₅
Molecular Weight:386.448
Hs Code.:

Synonyms:(1S,2R,5S,8R)-5-((S)-1-(4-methoxyphenyl)-2-nitroethyl)-8,11,11-trimethyl-3-oxa-6-azatricyclo[6.2.1.0(2,7)]undec-6-en-4-one

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Chemical Property of (1S,2R,5S,8R)-5-((S)-1-(4-methoxyphenyl)-2-nitroethyl)-8,11,11-trimethyl-3-oxa-6-azatricyclo[6.2.1.0(2,7)]undec-6-en-4-one

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Technology Process of (1S,2R,5S,8R)-5-((S)-1-(4-methoxyphenyl)-2-nitroethyl)-8,11,11-trimethyl-3-oxa-6-azatricyclo[6.2.1.0(2,7)]undec-6-en-4-one

There total 1 articles about (1S,2R,5S,8R)-5-((S)-1-(4-methoxyphenyl)-2-nitroethyl)-8,11,11-trimethyl-3-oxa-6-azatricyclo[6.2.1.0(2,7)]undec-6-en-4-one 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: 88.0%

: 3179-10-0
1-methoxy-4-(2-nitro-vinyl)-benzene

: 500137-55-3
(1S,2R,8R)-8,11,11-trimethyl-3-oxa-6-azatricyclo[6.2.1.0^2,7]-undec-6-en-4-one

: 1100256-47-0
(1S,2R,5S,8R)-5-((S)-1-(4-methoxyphenyl)-2-nitroethyl)-8,11,11-trimethyl-3-oxa-6-azatricyclo[6.2.1.0(2,7)]undec-6-en-4-one

Guidance literature:: (1S,2R,8R)-8,11,11-trimethyl-3-oxa-6-azatricyclo[6.2.1.0^2,7]-undec-6-en-4-one; With lithium diisopropyl amide; In tetrahydrofuran; at -30 ℃; Inert atmosphere;

1-methoxy-4-(2-nitro-vinyl)-benzene; With titanium(IV) isopropylate; In tetrahydrofuran; at -78 ℃; for 2.16667h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/jo8023076

Reference yield:

: 1100256-47-0
(1S,2R,5S,8R)-5-((S)-1-(4-methoxyphenyl)-2-nitroethyl)-8,11,11-trimethyl-3-oxa-6-azatricyclo[6.2.1.0(2,7)]undec-6-en-4-one

: 1100257-20-2
(1S,2R,5S,8R)-5-((S)-1-(4-methoxyphenyl)-2-aminoethyl)-8,11,11-trimethyl-3-oxa-6-azatricyclo[6.2.1.0(2,7)]undec-6-en-4-one

Guidance literature:: (1S,2R,5S,8R)-5-((S)-1-(4-methoxyphenyl)-2-nitroethyl)-8,11,11-trimethyl-3-oxa-6-azatricyclo[6.2.1.0(2,7)]undec-6-en-4-one; With nickel(II) chloride hexahydrate; In tetrahydrofuran; methanol; at 20 ℃; for 0.333333h; Inert atmosphere;

With sodium tetrahydroborate; In tetrahydrofuran; methanol; at 0 ℃; for 3h;
DOI:10.1021/jo8023076

Reference yield:

: 1100256-47-0
(1S,2R,5S,8R)-5-((S)-1-(4-methoxyphenyl)-2-nitroethyl)-8,11,11-trimethyl-3-oxa-6-azatricyclo[6.2.1.0(2,7)]undec-6-en-4-one

: 1100257-20-2
(1S,2R,5S,8R)-5-((S)-1-(4-methoxyphenyl)-2-aminoethyl)-8,11,11-trimethyl-3-oxa-6-azatricyclo[6.2.1.0(2,7)]undec-6-en-4-one

: 1100257-24-6
(Z,3S,4S)-3-((1R,3R,4S)-3-hydroxy-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ylideneamino)-4-(4-methoxyphenyl)pyrrolidin-2-one

Guidance literature:: (1S,2R,5S,8R)-5-((S)-1-(4-methoxyphenyl)-2-nitroethyl)-8,11,11-trimethyl-3-oxa-6-azatricyclo[6.2.1.0(2,7)]undec-6-en-4-one; With nickel(II) chloride hexahydrate; In tetrahydrofuran; methanol; at 20 ℃; for 0.333333h; Inert atmosphere;

With sodium tetrahydroborate; In tetrahydrofuran; methanol; at 0 - 20 ℃;
DOI:10.1021/jo8023076