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

Base Information

Chemical Name:(+)-(S)-3-benzyl-2-methyl-4-benzyloxy-6,7,8,9-tetrahydro-8-(tert-butyldimethylsilyloxy)pyrrolo[3,2-f]quinoline-2,3-dicarboxylate
CAS No.:898530-51-3
Molecular Formula:C₃₄H₄₀N₂O₆Si
Molecular Weight:600.787
Hs Code.:

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

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

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

There total 12 articles about (+)-(S)-3-benzyl-2-methyl-4-benzyloxy-6,7,8,9-tetrahydro-8-(tert-butyldimethylsilyloxy)pyrrolo[3,2-f]quinoline-2,3-dicarboxylate 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%

: 898530-58-0
(+)-(Z)-3-[(3S)-7-benzyloxy-6-bromo-1,2,3,4-tetrahydro-3-(tert-butyldimethylsilyloxy)quinolin-5-yl]-2-(benzyloxycarbonylamino)acrylic acid methyl ester

: 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

Guidance literature:: With copper(l) iodide; cesium acetate; In dimethyl sulfoxide; at 20 ℃; for 12h;
DOI:10.1021/ja0619455

Reference yield: 100.0%

: C₃₄H₄₁BrN₂O₆Si

: 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

Guidance literature:: With copper(l) iodide; caesium carbonate; In dimethyl sulfoxide; at 20 ℃;
DOI:10.15227/orgsyn.088.0388

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 10 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

With 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