(4bR,11bS,13R)-11-Bromo-13-(2,4-dinitro-phenylamino)-11b-methyl-4b,5,6,11b,12,13-hexahydro-8,10-dioxa-5-aza-cyclopenta[b]chrysene-2,3-diol

Base Information

Chemical Name:(4bR,11bS,13R)-11-Bromo-13-(2,4-dinitro-phenylamino)-11b-methyl-4b,5,6,11b,12,13-hexahydro-8,10-dioxa-5-aza-cyclopenta[b]chrysene-2,3-diol
CAS No.:84173-67-1
Molecular Formula:C₂₅H₂₁BrN₄O₈
Molecular Weight:585.368
Hs Code.:

Synonyms:(4bR,11bS,13R)-11-Bromo-13-(2,4-dinitro-phenylamino)-11b-methyl-4b,5,6,11b,12,13-hexahydro-8,10-dioxa-5-aza-cyclopenta[b]chrysene-2,3-diol

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Chemical Property of (4bR,11bS,13R)-11-Bromo-13-(2,4-dinitro-phenylamino)-11b-methyl-4b,5,6,11b,12,13-hexahydro-8,10-dioxa-5-aza-cyclopenta[b]chrysene-2,3-diol

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Technology Process of (4bR,11bS,13R)-11-Bromo-13-(2,4-dinitro-phenylamino)-11b-methyl-4b,5,6,11b,12,13-hexahydro-8,10-dioxa-5-aza-cyclopenta[b]chrysene-2,3-diol

There total 9 articles about (4bR,11bS,13R)-11-Bromo-13-(2,4-dinitro-phenylamino)-11b-methyl-4b,5,6,11b,12,13-hexahydro-8,10-dioxa-5-aza-cyclopenta[b]chrysene-2,3-diol 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:

: 84133-49-3
1-bromo-4,5-methylenedioxy-2-(2-propenyl)benzene

: 84173-67-1
(4bR,11bS,13R)-11-Bromo-13-(2,4-dinitro-phenylamino)-11b-methyl-4b,5,6,11b,12,13-hexahydro-8,10-dioxa-5-aza-cyclopenta[b]chrysene-2,3-diol

Guidance literature:: Multi-step reaction with 8 steps

1: 75 percent / CaCO₃ / CH₂Cl₂ / 72 h / 40 °C

2: Amberlyst 15 / tetrahydrofuran; H₂O / 16 h / 40 °C

3: CrO₃, H₂SO₄ / acetone / 30 h / 0 °C

4: diphenylphosphoryl azide, NEt₃ / 18 h / Heating

5: 2 N aq. NaOH / methanol / 16 h / 40 °C

6: Na₂CO₃ / dimethylformamide / 12 h / 50 °C

7: conc. HCl / tetrahydrofuran; H₂O / 4 h / Heating

8: 2.) 16percent HCl / 1.) MeOH-THF, reflux, 40 min, 2.) RT, 16 h

With chromium(VI) oxide; hydrogenchloride; sodium hydroxide; Amberlyst 15; sulfuric acid; diphenylphosphoranyl azide; sodium carbonate; triethylamine; calcium carbonate; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ja00341a059

Reference yield:

: [(1S,2R,4S)-2-(6-Bromo-benzo[1,3]dioxol-5-yl)-4-(2,4-dinitro-phenylamino)-6,7-dihydroxy-2-methyl-1,2,3,4-tetrahydro-naphthalen-1-yl]-carbamic acid tert-butyl ester

: 84173-67-1
(4bR,11bS,13R)-11-Bromo-13-(2,4-dinitro-phenylamino)-11b-methyl-4b,5,6,11b,12,13-hexahydro-8,10-dioxa-5-aza-cyclopenta[b]chrysene-2,3-diol

Guidance literature:: Multi-step reaction with 3 steps

1: Na₂CO₃ / dimethylformamide / 12 h / 50 °C

2: conc. HCl / tetrahydrofuran; H₂O / 4 h / Heating

3: 2.) 16percent HCl / 1.) MeOH-THF, reflux, 40 min, 2.) RT, 16 h

With hydrogenchloride; sodium carbonate; In tetrahydrofuran; water; N,N-dimethyl-formamide;
DOI:10.1021/ja00341a059

Reference yield:

: 84173-74-0
[(5S,6R,8S)-6-(6-Bromo-benzo[1,3]dioxol-5-yl)-8-(2,4-dinitro-phenylamino)-6-methyl-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxol-5-yl]-carbamic acid tert-butyl ester

: 84173-67-1
(4bR,11bS,13R)-11-Bromo-13-(2,4-dinitro-phenylamino)-11b-methyl-4b,5,6,11b,12,13-hexahydro-8,10-dioxa-5-aza-cyclopenta[b]chrysene-2,3-diol

Guidance literature:: Multi-step reaction with 2 steps

1: conc. HCl / tetrahydrofuran; H₂O / 4 h / Heating

2: 2.) 16percent HCl / 1.) MeOH-THF, reflux, 40 min, 2.) RT, 16 h

With hydrogenchloride; In tetrahydrofuran; water;
DOI:10.1021/ja00341a059