(-)-[(8S)-4-benzyloxy-3-benzyloxycarbonyl-2-methoxycarbonyl-8,9-dihydro-8-(tert-butyldimethylsilyloxy)pyrrolo[3,2-f]quinolin-6(7H)-yl](5-benzyloxy-6-methoxy-1H-indol-2-yl)methanone

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Chemical Name:(-)-[(8S)-4-benzyloxy-3-benzyloxycarbonyl-2-methoxycarbonyl-8,9-dihydro-8-(tert-butyldimethylsilyloxy)pyrrolo[3,2-f]quinolin-6(7H)-yl](5-benzyloxy-6-methoxy-1H-indol-2-yl)methanone
CAS No.:898530-67-1
Molecular Formula:C₅₁H₅₃N₃O₉Si
Molecular Weight:880.082
Hs Code.:

(-)-[(8S)-4-benzyloxy-3-benzyloxycarbonyl-2-methoxycarbonyl-8,9-dihydro-8-(tert-butyldimethylsilyloxy)pyrrolo[3,2-f]quinolin-6(7H)-yl](5-benzyloxy-6-methoxy-1H-indol-2-yl)methanone

Synonyms:(-)-[(8S)-4-benzyloxy-3-benzyloxycarbonyl-2-methoxycarbonyl-8,9-dihydro-8-(tert-butyldimethylsilyloxy)pyrrolo[3,2-f]quinolin-6(7H)-yl](5-benzyloxy-6-methoxy-1H-indol-2-yl)methanone

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Chemical Property of (-)-[(8S)-4-benzyloxy-3-benzyloxycarbonyl-2-methoxycarbonyl-8,9-dihydro-8-(tert-butyldimethylsilyloxy)pyrrolo[3,2-f]quinolin-6(7H)-yl](5-benzyloxy-6-methoxy-1H-indol-2-yl)methanone

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Technology Process of (-)-[(8S)-4-benzyloxy-3-benzyloxycarbonyl-2-methoxycarbonyl-8,9-dihydro-8-(tert-butyldimethylsilyloxy)pyrrolo[3,2-f]quinolin-6(7H)-yl](5-benzyloxy-6-methoxy-1H-indol-2-yl)methanone

There total 19 articles about (-)-[(8S)-4-benzyloxy-3-benzyloxycarbonyl-2-methoxycarbonyl-8,9-dihydro-8-(tert-butyldimethylsilyloxy)pyrrolo[3,2-f]quinolin-6(7H)-yl](5-benzyloxy-6-methoxy-1H-indol-2-yl)methanone 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: 100.0%

: 898530-53-5
5-benzyloxy-6-methoxy-1H-indole-2-carbonyl chloride

: 898530-51-3
(+)-(S)-3-benzyl-2-methyl-4-benzyloxy-6,7,8,9-tetrahydro-8-(tert-butyldimethylsilyloxy)pyrrolo[3,2-f]quinoline-2,3-dicarboxylate

: 898530-67-1
(-)-[(8S)-4-benzyloxy-3-benzyloxycarbonyl-2-methoxycarbonyl-8,9-dihydro-8-(tert-butyldimethylsilyloxy)pyrrolo[3,2-f]quinolin-6(7H)-yl](5-benzyloxy-6-methoxy-1H-indol-2-yl)methanone

Guidance literature:: With pyridine; In dichloromethane; at 0 ℃; for 0.0833333h;
DOI:10.1021/ja0619455

Reference yield:

: 898530-71-7
(-)-(2S)-3-azido-1-(4-benzyloxy-2,6-bromophenyl)propan-2-ol

: 898530-67-1
(-)-[(8S)-4-benzyloxy-3-benzyloxycarbonyl-2-methoxycarbonyl-8,9-dihydro-8-(tert-butyldimethylsilyloxy)pyrrolo[3,2-f]quinolin-6(7H)-yl](5-benzyloxy-6-methoxy-1H-indol-2-yl)methanone

Guidance literature:: Multi-step reaction with 10 steps

1: 15.0 g / imidazole; DMAP / dimethylformamide / 6 h / 50 °C

2: tetrahydrofuran / 0.5 h / 20 °C

3: water / tetrahydrofuran / 2 h / 20 °C

4: 16.4 g / sodium bicarbonate / tetrahydrofuran; H₂O / 42 h / 20 °C

5: 83 percent / copper iodide; cesium acetate / dimethylsulfoxide / 24 h / 60 °C

6: 89 percent / lithium chloride; triethylamine / Pd₂(dba)3; 2-di(tert-butyl)phosphine-1,1'-diphenyl / dimethylformamide / 1 h / 90 °C

7: 99 percent / cesium carbonate; thiophenol / acetonitrile / 0.5 h / 20 °C

8: 90 percent / N-bromosuccinimide / CH₂Cl₂ / 0.33 h / 0 °C

9: 100 percent / copper iodide; cesium actate / dimethylsulfoxide / 12 h / 20 °C

10: 100 percent / pyridine / CH₂Cl₂ / 0.08 h / 0 °C

With pyridine; 1H-imidazole; dmap; N-Bromosuccinimide; copper(l) iodide; water; cesium acetate; sodium hydrogencarbonate; caesium carbonate; thiophenol; triethylamine; lithium chloride; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; johnphos; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile; 2: Staudinger reaction / 6: Heck reaction;
DOI:10.1021/ja0619455

Reference yield:

: 898530-54-6
(-)-(2S)-1-(4-benzyloxy-2,6-dibromophenyl)-3-chloropropan-2-ol

: 898530-67-1
(-)-[(8S)-4-benzyloxy-3-benzyloxycarbonyl-2-methoxycarbonyl-8,9-dihydro-8-(tert-butyldimethylsilyloxy)pyrrolo[3,2-f]quinolin-6(7H)-yl](5-benzyloxy-6-methoxy-1H-indol-2-yl)methanone

Guidance literature:: Multi-step reaction with 11 steps

1: 12.8 g / NaN₃ / dimethylformamide / 9 h / 90 °C

2: 15.0 g / imidazole; DMAP / dimethylformamide / 6 h / 50 °C

3: tetrahydrofuran / 0.5 h / 20 °C

4: water / tetrahydrofuran / 2 h / 20 °C

5: 16.4 g / sodium bicarbonate / tetrahydrofuran; H₂O / 42 h / 20 °C

6: 83 percent / copper iodide; cesium acetate / dimethylsulfoxide / 24 h / 60 °C

7: 89 percent / lithium chloride; triethylamine / Pd₂(dba)3; 2-di(tert-butyl)phosphine-1,1'-diphenyl / dimethylformamide / 1 h / 90 °C

8: 99 percent / cesium carbonate; thiophenol / acetonitrile / 0.5 h / 20 °C

9: 90 percent / N-bromosuccinimide / CH₂Cl₂ / 0.33 h / 0 °C

10: 100 percent / copper iodide; cesium actate / dimethylsulfoxide / 12 h / 20 °C

11: 100 percent / pyridine / CH₂Cl₂ / 0.08 h / 0 °C

With pyridine; 1H-imidazole; dmap; N-Bromosuccinimide; copper(l) iodide; sodium azide; water; cesium acetate; sodium hydrogencarbonate; caesium carbonate; thiophenol; triethylamine; lithium chloride; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; johnphos; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile; 3: Staudinger reaction / 7: Heck reaction;
DOI:10.1021/ja0619455