methyl 4-benzyloxy-3,6-dihydro-5-methoxypyrrolo<3,2-e>indole-7-carboxylate

Base Information

Chemical Name:methyl 4-benzyloxy-3,6-dihydro-5-methoxypyrrolo<3,2-e>indole-7-carboxylate
CAS No.:102357-93-7
Molecular Formula:C₂₀H₁₈N₂O₄
Molecular Weight:350.374
Hs Code.:

Synonyms:methyl 4-benzyloxy-3,6-dihydro-5-methoxypyrrolo<3,2-e>indole-7-carboxylate

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Chemical Property of methyl 4-benzyloxy-3,6-dihydro-5-methoxypyrrolo<3,2-e>indole-7-carboxylate

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Technology Process of methyl 4-benzyloxy-3,6-dihydro-5-methoxypyrrolo<3,2-e>indole-7-carboxylate

There total 10 articles about methyl 4-benzyloxy-3,6-dihydro-5-methoxypyrrolo<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: 97.0%

: methyl 2-azido-3-(7-benzyloxy-6-methoxy-1H-indol-4-yl)propenoate

: 102357-93-7
methyl 4-benzyloxy-3,6-dihydro-5-methoxypyrrolo<3,2-e>indole-7-carboxylate

Guidance literature:: In toluene; for 1h; Heating; dark;

Reference yield:

: 6451-86-1
5-benzyloxy-2-bromo-4-methoxybenzaldehyde

: 102357-93-7
methyl 4-benzyloxy-3,6-dihydro-5-methoxypyrrolo<3,2-e>indole-7-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

1: 71 percent / NaOMe / methanol / 4 °C

2: xylene / Heating

3: LiAlH₄ / diethyl ether / Heating

4: 84 percent / MnO₂ / CH₂Cl₂ / Heating

5: 70 percent / (Ph₃P)2Rh(CO)Cl, 1,3-bis(diphenylphosphino)propane / 1,3,5-trimethyl-benzene / Heating

6: 57 percent / 1.) t-BuLi / 1.) THF, -78 deg C, 2.) -78 deg C to room temp.

7: NaOMe / methanol / 4 °C

8: toluene / Heating

With manganese(IV) oxide; lithium aluminium tetrahydride; chlorocarbonylbis(triphenylphosphine)rhodium(I); 1,3-bis-(diphenylphosphino)propane; tert.-butyl lithium; sodium methylate; In methanol; diethyl ether; dichloromethane; toluene; xylene; 1,3,5-trimethyl-benzene;
DOI:10.1039/c39850001775

Reference yield:

: 102357-89-1
7-benzyloxy-4-bromo-6-methoxy-1H-indole-2-carbaldehyde

: 102357-93-7
methyl 4-benzyloxy-3,6-dihydro-5-methoxypyrrolo<3,2-e>indole-7-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / (Ph₃P)2Rh(CO)Cl, 1,3-bis(diphenylphosphino)propane / 1,3,5-trimethyl-benzene / Heating

2: 57 percent / 1.) t-BuLi / 1.) THF, -78 deg C, 2.) -78 deg C to room temp.

3: NaOMe / methanol / 4 °C

4: toluene / Heating

With chlorocarbonylbis(triphenylphosphine)rhodium(I); 1,3-bis-(diphenylphosphino)propane; tert.-butyl lithium; sodium methylate; In methanol; toluene; 1,3,5-trimethyl-benzene;
DOI:10.1039/c39850001775