3-[6-Benzyloxy-3-(2-bromo-acetyl)-1-(toluene-4-sulfonyl)-1,2-dihydro-quinolin-2-yl]-propionitrile

Base Information

Chemical Name:3-[6-Benzyloxy-3-(2-bromo-acetyl)-1-(toluene-4-sulfonyl)-1,2-dihydro-quinolin-2-yl]-propionitrile
CAS No.:760968-83-0
Molecular Formula:C₂₈H₂₅BrN₂O₄S
Molecular Weight:565.488
Hs Code.:

Synonyms:3-[6-Benzyloxy-3-(2-bromo-acetyl)-1-(toluene-4-sulfonyl)-1,2-dihydro-quinolin-2-yl]-propionitrile

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 3-[6-Benzyloxy-3-(2-bromo-acetyl)-1-(toluene-4-sulfonyl)-1,2-dihydro-quinolin-2-yl]-propionitrile

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of 3-[6-Benzyloxy-3-(2-bromo-acetyl)-1-(toluene-4-sulfonyl)-1,2-dihydro-quinolin-2-yl]-propionitrile

There total 9 articles about 3-[6-Benzyloxy-3-(2-bromo-acetyl)-1-(toluene-4-sulfonyl)-1,2-dihydro-quinolin-2-yl]-propionitrile 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: 80.0%

: 760968-81-8
3-[3-acetyl-6-benzyloxy-1-(toluene-4-sulfonyl)-1,2-dihydro-quinolin-2-yl]-propionitrile

: 760968-83-0
3-[6-Benzyloxy-3-(2-bromo-acetyl)-1-(toluene-4-sulfonyl)-1,2-dihydro-quinolin-2-yl]-propionitrile

Guidance literature:: With 5,5-dibromobarbituric acid; In tetrahydrofuran; at 40 ℃; for 13h;
DOI:10.1055/s-2004-829085

Reference yield:

: 1882-72-0
methyl 2-amino-5-hydroxybenzoate

: 760968-83-0
3-[6-Benzyloxy-3-(2-bromo-acetyl)-1-(toluene-4-sulfonyl)-1,2-dihydro-quinolin-2-yl]-propionitrile

Guidance literature:: Multi-step reaction with 6 steps

1: 97 percent / pyridine / ethyl acetate

2: 93 percent / NaH / dimethylformamide / 20 °C

3: 100 percent / LiBH₄ / tetrahydrofuran / 20 °C

4: 80 percent / pyridinium dichromate / CH₂Cl₂ / 20 °C

5: 83 percent / BnNEt₃Cl; Na₂CO₃ / CH₂Cl₂ / 47 h / 20 °C

6: 80 percent / 5,5-dibromopyrimidine-2,4,6-trione / tetrahydrofuran / 13 h / 40 °C

With pyridine; dipyridinium dichromate; lithium borohydride; 5,5-dibromobarbituric acid; N-benzyl-N,N,N-triethylammonium chloride; sodium hydride; sodium carbonate; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1055/s-2004-829085

Reference yield:

: 394-31-0
2-amino-5-hydroxybenzoic acid

: 760968-83-0
3-[6-Benzyloxy-3-(2-bromo-acetyl)-1-(toluene-4-sulfonyl)-1,2-dihydro-quinolin-2-yl]-propionitrile

Guidance literature:: Multi-step reaction with 7 steps

1: 88 percent / SO₂Cl / Heating

2: 97 percent / pyridine / ethyl acetate

3: 93 percent / NaH / dimethylformamide / 20 °C

4: 100 percent / LiBH₄ / tetrahydrofuran / 20 °C

5: 80 percent / pyridinium dichromate / CH₂Cl₂ / 20 °C

6: 83 percent / BnNEt₃Cl; Na₂CO₃ / CH₂Cl₂ / 47 h / 20 °C

7: 80 percent / 5,5-dibromopyrimidine-2,4,6-trione / tetrahydrofuran / 13 h / 40 °C

With pyridine; dipyridinium dichromate; lithium borohydride; sulfuryl dichloride; 5,5-dibromobarbituric acid; N-benzyl-N,N,N-triethylammonium chloride; sodium hydride; sodium carbonate; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1055/s-2004-829085