(3aβ,12β,12aβ,12bβ)-10-(benzyloxy)-1,2,3,3a,4,5,11,12,12a,12b-decahydro-3aβ-ethyl-5-oxoisoquino<2,1,8-lma>carbazole-12-carboxylic acid hydrazide

Base Information

Chemical Name:(3aβ,12β,12aβ,12bβ)-10-(benzyloxy)-1,2,3,3a,4,5,11,12,12a,12b-decahydro-3aβ-ethyl-5-oxoisoquino<2,1,8-lma>carbazole-12-carboxylic acid hydrazide
CAS No.:111872-74-3
Molecular Formula:C₂₈H₃₁N₃O₃
Molecular Weight:457.572
Hs Code.:

Synonyms:(3aβ,12β,12aβ,12bβ)-10-(benzyloxy)-1,2,3,3a,4,5,11,12,12a,12b-decahydro-3aβ-ethyl-5-oxoisoquino<2,1,8-lma>carbazole-12-carboxylic acid hydrazide

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Chemical Property of (3aβ,12β,12aβ,12bβ)-10-(benzyloxy)-1,2,3,3a,4,5,11,12,12a,12b-decahydro-3aβ-ethyl-5-oxoisoquino<2,1,8-lma>carbazole-12-carboxylic acid hydrazide

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Technology Process of (3aβ,12β,12aβ,12bβ)-10-(benzyloxy)-1,2,3,3a,4,5,11,12,12a,12b-decahydro-3aβ-ethyl-5-oxoisoquino<2,1,8-lma>carbazole-12-carboxylic acid hydrazide

There total 7 articles about (3aβ,12β,12aβ,12bβ)-10-(benzyloxy)-1,2,3,3a,4,5,11,12,12a,12b-decahydro-3aβ-ethyl-5-oxoisoquino<2,1,8-lma>carbazole-12-carboxylic acid hydrazide 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:

: (3aR,4R,11aR,11bR)-6-Benzyloxy-11a-ethyl-10-oxo-1,2,3,3a,4,5,10,11,11a,11b-decahydro-9b-aza-benzo[cd]fluoranthene-4-carbonyl chloride

: 111872-74-3
(3aβ,12β,12aβ,12bβ)-10-(benzyloxy)-1,2,3,3a,4,5,11,12,12a,12b-decahydro-3aβ-ethyl-5-oxoisoquino<2,1,8-lma>carbazole-12-carboxylic acid hydrazide

Guidance literature:: With hydrazine hydrate; In dichloromethane; at 0 ℃; for 0.5h; Yield given;
DOI:10.1021/jm00083a004

Reference yield:

: (E)-methyl 3-(4-(benzyloxy)-1H-indol-3-yl)acrylate

: 111872-74-3
(3aβ,12β,12aβ,12bβ)-10-(benzyloxy)-1,2,3,3a,4,5,11,12,12a,12b-decahydro-3aβ-ethyl-5-oxoisoquino<2,1,8-lma>carbazole-12-carboxylic acid hydrazide

Guidance literature:: Multi-step reaction with 6 steps

1: toluene / 20 h / Heating

2: 1.) NaH / 1.) DMF, RT, 30 min, 2.) DMF, 0.5 h

3: 2.) 15percent ethanol. HCl / 1.) mesitylene, reflux, 12 h, 2.) mesitylene, reflux, 0.5 h

4: tetrakis(triphenylphosphine)palladium⁽⁰⁾, Ph₃P, 2-ethylhexanoic acid / ethyl acetate; CHCl₃ / 8 h / Ambient temperature

5: ethyl chloroformate, Et₃N / acetone / 0.5 h

6: hydrazine hydrate / CH₂Cl₂ / 0.5 h / 0 °C

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2-Ethylhexanoic acid; chloroformic acid ethyl ester; sodium hydride; hydrazine hydrate; triethylamine; triphenylphosphine; In dichloromethane; chloroform; ethyl acetate; acetone; toluene;
DOI:10.1021/jm00083a004

Reference yield:

: (E)-3-(4-Benzyloxy-1H-indol-3-yl)-acrylic acid allyl ester

: 111872-74-3
(3aβ,12β,12aβ,12bβ)-10-(benzyloxy)-1,2,3,3a,4,5,11,12,12a,12b-decahydro-3aβ-ethyl-5-oxoisoquino<2,1,8-lma>carbazole-12-carboxylic acid hydrazide

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NaH / 1.) DMF, RT, 30 min, 2.) DMF, 0.5 h

2: 2.) 15percent ethanol. HCl / 1.) mesitylene, reflux, 12 h, 2.) mesitylene, reflux, 0.5 h

3: tetrakis(triphenylphosphine)palladium⁽⁰⁾, Ph₃P, 2-ethylhexanoic acid / ethyl acetate; CHCl₃ / 8 h / Ambient temperature

4: ethyl chloroformate, Et₃N / acetone / 0.5 h

5: hydrazine hydrate / CH₂Cl₂ / 0.5 h / 0 °C

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2-Ethylhexanoic acid; chloroformic acid ethyl ester; sodium hydride; hydrazine hydrate; triethylamine; triphenylphosphine; In dichloromethane; chloroform; ethyl acetate; acetone;
DOI:10.1021/jm00083a004