Technology Process of 3H-Pyrrolo[3,2-f]quinoline-2,3,6(7H)-tricarboxylic acid,
8,9-dihydro-8-hydroxy-4-(phenylmethoxy)-, 3,6-bis(1,1-dimethylethyl)
2-methyl ester, (8S)-
There total 11 articles about 3H-Pyrrolo[3,2-f]quinoline-2,3,6(7H)-tricarboxylic acid,
8,9-dihydro-8-hydroxy-4-(phenylmethoxy)-, 3,6-bis(1,1-dimethylethyl)
2-methyl ester, (8S)- 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:
- Guidance literature:
-
methyl (R)-7-benzyloxy-1-(tert-butoxycarbonyl)-5-(tert-butoxycarbonyl-(oxiran-2-ylmethyl)amino)-4-iodoindole-2-carboxylate;
With
isopropylmagnesium bromide;
In
tetrahydrofuran;
at -40 ℃;
for 1h;
With
copper(l) iodide; tributylphosphine;
In
tetrahydrofuran;
at -78 - -40 ℃;
for 1.5h;
DOI:10.1021/ja064228j
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 78 percent / NaOMe / methanol; tetrahydrofuran / 17 h / -25 °C
2.1: 68 percent / xylene / 7 h / 140 °C
3.1: 98 percent / DMAP / tetrahydrofuran / 1 h / 25 °C
4.1: 98 percent / Zn; NH4Cl / acetone; H2O / 0.5 h / 25 °C
5.1: 227 mg / tetrahydrofuran / 10 h / 25 °C
6.1: 91 percent / N-iodosuccinimide; AcOH / toluene / 8 h / 25 °C
7.1: 96 percent / NaH / dimethylformamide / 2 h / 0 °C
8.1: i-PrMgBr / tetrahydrofuran / 1 h / -40 °C
8.2: 69 percent / CuI; Bu3P / tetrahydrofuran / 1.5 h / -78 - -40 °C
With
dmap; N-iodo-succinimide; isopropylmagnesium bromide; sodium methylate; sodium hydride; ammonium chloride; acetic acid; zinc;
In
tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; acetone; toluene; xylene;
DOI:10.1021/ja064228j
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 68 percent / xylene / 7 h / 140 °C
2.1: 98 percent / DMAP / tetrahydrofuran / 1 h / 25 °C
3.1: 98 percent / Zn; NH4Cl / acetone; H2O / 0.5 h / 25 °C
4.1: 227 mg / tetrahydrofuran / 10 h / 25 °C
5.1: 91 percent / N-iodosuccinimide; AcOH / toluene / 8 h / 25 °C
6.1: 96 percent / NaH / dimethylformamide / 2 h / 0 °C
7.1: i-PrMgBr / tetrahydrofuran / 1 h / -40 °C
7.2: 69 percent / CuI; Bu3P / tetrahydrofuran / 1.5 h / -78 - -40 °C
With
dmap; N-iodo-succinimide; isopropylmagnesium bromide; sodium hydride; ammonium chloride; acetic acid; zinc;
In
tetrahydrofuran; water; N,N-dimethyl-formamide; acetone; toluene; xylene;
DOI:10.1021/ja064228j
