5--2,3-dihydro-8,9-bis(benzyloxy)-1H-pyrimido<1,2-a>quinoline-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:5--2,3-dihydro-8,9-bis(benzyloxy)-1H-pyrimido<1,2-a>quinoline-1-carboxylic acid tert-butyl ester
CAS No.:128218-09-7
Molecular Formula:C₃₆H₄₁N₃O₆
Molecular Weight:611.738
Hs Code.:

5-<N-(tert-Butoxycarbonyl)amino>-2,3-dihydro-8,9-bis(benzyloxy)-1H-pyrimido<1,2-a>quinoline-1-carboxylic acid tert-butyl ester

Synonyms:5--2,3-dihydro-8,9-bis(benzyloxy)-1H-pyrimido<1,2-a>quinoline-1-carboxylic acid tert-butyl ester

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Chemical Property of 5--2,3-dihydro-8,9-bis(benzyloxy)-1H-pyrimido<1,2-a>quinoline-1-carboxylic acid tert-butyl ester

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Technology Process of 5--2,3-dihydro-8,9-bis(benzyloxy)-1H-pyrimido<1,2-a>quinoline-1-carboxylic acid tert-butyl ester

There total 23 articles about 5--2,3-dihydro-8,9-bis(benzyloxy)-1H-pyrimido<1,2-a>quinoline-1-carboxylic acid tert-butyl 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: 67.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 2-(3-Allyloxycarbonylamino-6,7-bis-benzyloxy-2-oxo-3,4-dihydro-2H-quinolin-1-yl)-4-amino-butyric acid tert-butyl ester

: 128218-09-7
5--2,3-dihydro-8,9-bis(benzyloxy)-1H-pyrimido<1,2-a>quinoline-1-carboxylic acid tert-butyl ester

: 128218-07-5,128218-08-6
1-<1-(tert-Butoxycarbonyl)-3-<(tert-butoxycarbonyl)amino>propyl>-3-<(allyloxycarbonyl)amino>-6,7-bis(benzyloxy)tetrahydroquinolin-2-one

Guidance literature:: With sodium hydrogencarbonate; In water; ethyl acetate; overnight;
DOI:10.1021/jo00301a008

Reference yield:

: 59-92-7,90638-38-3
3,4-dihydroxy-L-phenylalanine

: 128218-09-7
5--2,3-dihydro-8,9-bis(benzyloxy)-1H-pyrimido<1,2-a>quinoline-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: SOCl₂ / 48 h / Ambient temperature

2: NaHCO₃ / H₂O; tetrahydrofuran / overnight

3: K₂CO₃, NaI / ethanol / 4 h / Heating

4: 95 percent / nitric acid (d = 1.4) / acetic acid / 2 h / 0 °C

5: 68 percent / iron powder, glacial acetic acid / 3 h / 90 - 100 °C

6: 1.) NaH / 1.) THF, 30 min, 2.) reflux, 72 h

7: hydrazine hydrate / ethanol / 0.25 h / Heating

8: 40 mg / NaHCO₃ / ethyl acetate; H₂O / overnight

With thionyl chloride; nitric acid; iron; sodium hydride; sodium hydrogencarbonate; potassium carbonate; hydrazine hydrate; acetic acid; sodium iodide; In tetrahydrofuran; ethanol; water; acetic acid; ethyl acetate;
DOI:10.1021/jo00301a008

Reference yield:

: 23234-41-5,39740-30-2,92147-38-1
2-Amino-3-(3,4-dihydroxy-phenyl)-propionic acid ethyl ester; hydrochloride

: 128218-09-7
5--2,3-dihydro-8,9-bis(benzyloxy)-1H-pyrimido<1,2-a>quinoline-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: NaHCO₃ / H₂O; tetrahydrofuran / overnight

2: K₂CO₃, NaI / ethanol / 4 h / Heating

3: 95 percent / nitric acid (d = 1.4) / acetic acid / 2 h / 0 °C

4: 68 percent / iron powder, glacial acetic acid / 3 h / 90 - 100 °C

5: 1.) NaH / 1.) THF, 30 min, 2.) reflux, 72 h

6: hydrazine hydrate / ethanol / 0.25 h / Heating

7: 40 mg / NaHCO₃ / ethyl acetate; H₂O / overnight

With nitric acid; iron; sodium hydride; sodium hydrogencarbonate; potassium carbonate; hydrazine hydrate; acetic acid; sodium iodide; In tetrahydrofuran; ethanol; water; acetic acid; ethyl acetate;
DOI:10.1021/jo00301a008