(1R,2S)-1-Acetoxy-8-amino-2-(ethoxycarbonyl-methyl-amino)-7-methoxy-6-methyl-2,3-dihydro-1H-pyrrolo[1,2-a]indole-9-carboxylic acid methyl ester

Base Information

Chemical Name:(1R,2S)-1-Acetoxy-8-amino-2-(ethoxycarbonyl-methyl-amino)-7-methoxy-6-methyl-2,3-dihydro-1H-pyrrolo[1,2-a]indole-9-carboxylic acid methyl ester
CAS No.:75156-93-3
Molecular Formula:C₂₁H₂₇N₃O₇
Molecular Weight:433.461
Hs Code.:

Synonyms:(1R,2S)-1-Acetoxy-8-amino-2-(ethoxycarbonyl-methyl-amino)-7-methoxy-6-methyl-2,3-dihydro-1H-pyrrolo[1,2-a]indole-9-carboxylic acid methyl ester

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Chemical Property of (1R,2S)-1-Acetoxy-8-amino-2-(ethoxycarbonyl-methyl-amino)-7-methoxy-6-methyl-2,3-dihydro-1H-pyrrolo[1,2-a]indole-9-carboxylic acid methyl ester

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Technology Process of (1R,2S)-1-Acetoxy-8-amino-2-(ethoxycarbonyl-methyl-amino)-7-methoxy-6-methyl-2,3-dihydro-1H-pyrrolo[1,2-a]indole-9-carboxylic acid methyl ester

There total 1 articles about (1R,2S)-1-Acetoxy-8-amino-2-(ethoxycarbonyl-methyl-amino)-7-methoxy-6-methyl-2,3-dihydro-1H-pyrrolo[1,2-a]indole-9-carboxylic acid methyl ester 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:

: 57295-30-4
3-hydroxy-4-methylbenzaldehyde

: 75156-93-3
(1R,2S)-1-Acetoxy-8-amino-2-(ethoxycarbonyl-methyl-amino)-7-methoxy-6-methyl-2,3-dihydro-1H-pyrrolo[1,2-a]indole-9-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 87 percent / aq. potassium hydroxide (33percent w/w)

2: 98.7 percent / sodium borohydride / methanol

3: 1.) thionyl chloride, 2.) sodium iodide, H₂O / 1.) benzene, 2.5 h, 2.) ethyl methyl ketone, reflux, 3 h

4: 65 percent / sodum acetate, bromine / CHCl₃ / 1 h / Ambient temperature

5: 98.4 percent / 0.85N methanolic potassium hydroxide, H₂O / 36 h / Heating

6: 1.) thionyl chloride, 2.) N-bromosuccinimide, 30percent hydrogen bromide in acetic acid (10 drops), 3.) conc. sulphuric acid

7: 70.7 percent / 1,5-diazabicyclo<5.4.0>undec-5-ene / toluene / 1.) 60-70 deg C, 38 h, 2.) 110 deg C, 2 d

8: 93.5 percent / sodium hydride, copper(I) bromide / dimethylformamide; paraffin / 15 h / 70 - 80 °C

9: 91.5 percent / aq. nitric acid (70percent) / CH₂Cl₂ / 0.08 h / 0 °C

10: iron powder, acetic acid / H₂O / 2.5 h / 60 °C

With potassium hydroxide; sodium tetrahydroborate; N-Bromosuccinimide; thionyl chloride; sulfuric acid; water; hydrogen bromide; bromine; nitric acid; sodium acetate; iron; sodium hydride; acetic acid; sodium iodide; copper(I) bromide; 1,5-Diazabicyclo[5.4.0]undec-5-ene; In methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; toluene; paraffin;
DOI:10.1039/P19800001607