Carbamic acid, [(5S)-6-[[4-[[[1-[(acetyloxy)methyl]-2,3-dihydro-1H-pyrrolo[3,2-f]quinolin- 5-yl]oxy]methyl]phenyl](hydroxymethyl)amino]-5-amino-6-oxohexyl]-, 2-propenyl ester

Base Information

Chemical Name:Carbamic acid, [(5S)-6-[[4-[[[1-[(acetyloxy)methyl]-2,3-dihydro-1H-pyrrolo[3,2-f]quinolin- 5-yl]oxy]methyl]phenyl](hydroxymethyl)amino]-5-amino-6-oxohexyl]-, 2-propenyl ester
CAS No.:848824-89-5
Molecular Formula:C32H39N5O7
Molecular Weight:605.691
Hs Code.:

Carbamic acid,
[(5S)-6-[[4-[[[1-[(acetyloxy)methyl]-2,3-dihydro-1H-pyrrolo[3,2-f]quinolin-
5-yl]oxy]methyl]phenyl](hydroxymethyl)amino]-5-amino-6-oxohexyl]-,
2-propenyl ester

Synonyms:

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Chemical Property of Carbamic acid, [(5S)-6-[[4-[[[1-[(acetyloxy)methyl]-2,3-dihydro-1H-pyrrolo[3,2-f]quinolin- 5-yl]oxy]methyl]phenyl](hydroxymethyl)amino]-5-amino-6-oxohexyl]-, 2-propenyl ester

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Technology Process of Carbamic acid, [(5S)-6-[[4-[[[1-[(acetyloxy)methyl]-2,3-dihydro-1H-pyrrolo[3,2-f]quinolin- 5-yl]oxy]methyl]phenyl](hydroxymethyl)amino]-5-amino-6-oxohexyl]-, 2-propenyl ester

There total 10 articles about Carbamic acid, [(5S)-6-[[4-[[[1-[(acetyloxy)methyl]-2,3-dihydro-1H-pyrrolo[3,2-f]quinolin- 5-yl]oxy]methyl]phenyl](hydroxymethyl)amino]-5-amino-6-oxohexyl]-, 2-propenyl ester 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:

: 1-(acetoxymethyl)-5-benzyloxy-3-(tert-butyloxycarbonyl)-2,3-dihydro-1H-pyrrolo[3,2-f]quinoline

: 848824-89-5
acetic acid 5-{4-[(6-allyloxycarbonylamino-2-amino-hexanoyl)-hydroxymethyl-amino]-benzyloxy}-2,3-dihydro-1H-pyrrolo[3,2-f]quinolin-1-ylmethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: aq. ammonia bicarbonate; H₂ / Pd/C / tetrahydrofuran / 1.5 h

2: 179 mg / potassium carbonate / dimethylformamide / 16 h / 20 °C

3: TFA / 1 h / 0 °C

With hydrogen; ammonium bicarbonate; potassium carbonate; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jm040137q

Reference yield:

: 848824-88-4
1-acetoxymethyl-5-{4-[(6-allyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoyl)-(2-trimethylsilanyl-ethoxymethyl)amino]-benzyloxy}-1,2-dihydro-pyrrolo-[3,2-f]quinoline-3-carboxylic acid tert-butyl ester

: 848824-89-5
acetic acid 5-{4-[(6-allyloxycarbonylamino-2-amino-hexanoyl)-hydroxymethyl-amino]-benzyloxy}-2,3-dihydro-1H-pyrrolo[3,2-f]quinolin-1-ylmethyl ester

Guidance literature:: With trifluoroacetic acid; at 0 ℃; for 1h;
DOI:10.1021/jm040137q

Reference yield:

: 623-04-1
4-aminobenzenemethanol

: 848824-89-5
acetic acid 5-{4-[(6-allyloxycarbonylamino-2-amino-hexanoyl)-hydroxymethyl-amino]-benzyloxy}-2,3-dihydro-1H-pyrrolo[3,2-f]quinolin-1-ylmethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 77 percent / EEDQ / CHCl₃ / 2 h / 20 °C

2.1: 87 percent / DIPEA / dimethylformamide / 0.17 h

3.1: NaH / tetrahydrofuran / 0.17 h

3.2: 78 percent / tetrahydrofuran / 0.5 h

4.1: 95 percent / TBAF / tetrahydrofuran / 0.25 h

5.1: 68 percent / triphenylphosphine; carbon tetrabromide / CH₂Cl₂ / 1 h

6.1: 179 mg / potassium carbonate / dimethylformamide / 16 h / 20 °C

7.1: TFA / 1 h / 0 °C

With carbon tetrabromide; tetrabutyl ammonium fluoride; sodium hydride; potassium carbonate; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1021/jm040137q