4-(2-{(3R,4S,6S)-6-[(R)-(tert-Butyl-dimethyl-silanyloxy)-(6-methoxy-quinolin-4-yl)-methyl]-1-aza-bicyclo[2.2.2]oct-3-yl}-ethoxy)-benzoic acid

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Chemical Name:4-(2-{(3R,4S,6S)-6-[(R)-(tert-Butyl-dimethyl-silanyloxy)-(6-methoxy-quinolin-4-yl)-methyl]-1-aza-bicyclo[2.2.2]oct-3-yl}-ethoxy)-benzoic acid
CAS No.:247096-99-7
Molecular Formula:C₃₃H₄₄N₂O₅Si
Molecular Weight:576.808
Hs Code.:

Synonyms:4-(2-{(3R,4S,6S)-6-[(R)-(tert-Butyl-dimethyl-silanyloxy)-(6-methoxy-quinolin-4-yl)-methyl]-1-aza-bicyclo[2.2.2]oct-3-yl}-ethoxy)-benzoic acid

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Chemical Property of 4-(2-{(3R,4S,6S)-6-[(R)-(tert-Butyl-dimethyl-silanyloxy)-(6-methoxy-quinolin-4-yl)-methyl]-1-aza-bicyclo[2.2.2]oct-3-yl}-ethoxy)-benzoic acid

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Technology Process of 4-(2-{(3R,4S,6S)-6-[(R)-(tert-Butyl-dimethyl-silanyloxy)-(6-methoxy-quinolin-4-yl)-methyl]-1-aza-bicyclo[2.2.2]oct-3-yl}-ethoxy)-benzoic acid

There total 5 articles about 4-(2-{(3R,4S,6S)-6-[(R)-(tert-Butyl-dimethyl-silanyloxy)-(6-methoxy-quinolin-4-yl)-methyl]-1-aza-bicyclo[2.2.2]oct-3-yl}-ethoxy)-benzoic acid 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: 50.0%

: 194983-31-8
methyl 9-O-tert-butyldimethylsilyl-10,11-dihydroquinine-11-(phenoxy-p-carboxylate)

: 247096-99-7
4-(2-{(3R,4S,6S)-6-[(R)-(tert-Butyl-dimethyl-silanyloxy)-(6-methoxy-quinolin-4-yl)-methyl]-1-aza-bicyclo[2.2.2]oct-3-yl}-ethoxy)-benzoic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 24h;
DOI:10.1021/jo982496x

Reference yield:

: 99-76-3,156291-94-0
methyl 4-hydroxylbenzoate

: 247096-99-7
4-(2-{(3R,4S,6S)-6-[(R)-(tert-Butyl-dimethyl-silanyloxy)-(6-methoxy-quinolin-4-yl)-methyl]-1-aza-bicyclo[2.2.2]oct-3-yl}-ethoxy)-benzoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 76 percent / 18-crown-6; K₂CO₃ / acetone

2: 50 percent / aq. LiOH / tetrahydrofuran; methanol / 24 h / 20 °C

With lithium hydroxide; 18-crown-6 ether; potassium carbonate; In tetrahydrofuran; methanol; acetone; 1: Substitution / 2: Hydrolysis;
DOI:10.1021/jo982496x

Reference yield:

: 183994-18-5
2-{(3R,4S,6S)-6-[(R)-(tert-Butyl-dimethyl-silanyloxy)-(6-methoxy-quinolin-4-yl)-methyl]-1-aza-bicyclo[2.2.2]oct-3-yl}-ethanol

: 247096-99-7
4-(2-{(3R,4S,6S)-6-[(R)-(tert-Butyl-dimethyl-silanyloxy)-(6-methoxy-quinolin-4-yl)-methyl]-1-aza-bicyclo[2.2.2]oct-3-yl}-ethoxy)-benzoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 77 percent / Et₃N / CH₂Cl₂

2: 86 percent / NaI / acetone / 3 h / Heating

3: 76 percent / 18-crown-6; K₂CO₃ / acetone

4: 50 percent / aq. LiOH / tetrahydrofuran; methanol / 24 h / 20 °C

With lithium hydroxide; 18-crown-6 ether; potassium carbonate; triethylamine; sodium iodide; In tetrahydrofuran; methanol; dichloromethane; acetone; 1: Tosylation / 2: Iodination / 3: Substitution / 4: Hydrolysis;
DOI:10.1021/jo982496x