benzyl 3-(o-nitrobenzenesulfonyl)-4,5-dimethoxy-6-benzyloxycarbonyl-1,2-dihydro-3H-pyrrolo[3,2-e]indole-7-carboxylate

Base Information

Chemical Name:benzyl 3-(o-nitrobenzenesulfonyl)-4,5-dimethoxy-6-benzyloxycarbonyl-1,2-dihydro-3H-pyrrolo[3,2-e]indole-7-carboxylate
CAS No.:898530-65-9
Molecular Formula:C₃₄H₂₉N₃O₁₀S
Molecular Weight:671.684
Hs Code.:

Synonyms:benzyl 3-(o-nitrobenzenesulfonyl)-4,5-dimethoxy-6-benzyloxycarbonyl-1,2-dihydro-3H-pyrrolo[3,2-e]indole-7-carboxylate

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Chemical Property of benzyl 3-(o-nitrobenzenesulfonyl)-4,5-dimethoxy-6-benzyloxycarbonyl-1,2-dihydro-3H-pyrrolo[3,2-e]indole-7-carboxylate

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Technology Process of benzyl 3-(o-nitrobenzenesulfonyl)-4,5-dimethoxy-6-benzyloxycarbonyl-1,2-dihydro-3H-pyrrolo[3,2-e]indole-7-carboxylate

There total 13 articles about benzyl 3-(o-nitrobenzenesulfonyl)-4,5-dimethoxy-6-benzyloxycarbonyl-1,2-dihydro-3H-pyrrolo[3,2-e]indole-7-carboxylate 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: 77.0%

: 898530-64-8
(Z)-3-[N-(o-nitrobenzenesulfonyl)-5-bromo-6,7-dimethoxyindolin-4-yl]-2-benzyloxycarbonylaminoacrylic acid methyl ester

: 898530-65-9
benzyl 3-(o-nitrobenzenesulfonyl)-4,5-dimethoxy-6-benzyloxycarbonyl-1,2-dihydro-3H-pyrrolo[3,2-e]indole-7-carboxylate

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

Reference yield: 77.0%

: C₃₄H₃₀BrN₃O₁₀S

: 898530-65-9
benzyl 3-(o-nitrobenzenesulfonyl)-4,5-dimethoxy-6-benzyloxycarbonyl-1,2-dihydro-3H-pyrrolo[3,2-e]indole-7-carboxylate

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

Reference yield:

: 898530-59-1
5,8-dibromo-3,4-dihydro-6,7-dimethoxyisoquinoline

: 898530-65-9
benzyl 3-(o-nitrobenzenesulfonyl)-4,5-dimethoxy-6-benzyloxycarbonyl-1,2-dihydro-3H-pyrrolo[3,2-e]indole-7-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: tetrahydrofuran / 1.08 h / 0 - 20 °C

2: aq. sodium bicarbonate / tetrahydrofuran / 0.5 h / 20 °C

3: 425.5 mg / sodium borohydride / methanol / 1 h / 0 - 20 °C

4: copper iodide; cesium acetate / dimethylsulfoxide / 24 h / 80 °C

5: 9.75 g / 4-methylmorpholine N-oxide; 4 Angstroem molecular sieves / tetrapropylammonium perruthenate / CH₂Cl₂ / 1 h / 20 °C

6: 84 percent / 1,1,3,3-tetramethylguanidine / CH₂Cl₂ / 6 h / 20 °C

7: 77 percent / copper iodide; cesium acetate / dimethylsulfoxide / 12 h / 20 °C

With sodium tetrahydroborate; copper(l) iodide; 4 A molecular sieve; cesium acetate; sodium hydrogencarbonate; 4-methylmorpholine N-oxide; N,N,N',N'-tetramethylguanidine; tetrapropylammonium perruthennate; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; 6: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/ja0619455