[(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

Base Information

Chemical Name:[(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
CAS No.:84173-74-0
Molecular Formula:C₃₀H₂₉BrN₄O₁₀
Molecular Weight:685.485
Hs Code.:

[(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

Synonyms:[(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

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Chemical Property of [(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

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Technology Process of [(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

There total 7 articles about [(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 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:

: 39741-91-8
1-iodo-N,N,N-trimethylmethaniminium iodide

: [(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

: 84173-74-0
[(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

Guidance literature:: With sodium carbonate; In N,N-dimethyl-formamide; at 50 ℃; for 12h; Yield given;
DOI:10.1021/ja00341a059

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 6 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

With chromium(VI) oxide; 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:

: Methanesulfonic acid (5S,7S,8S)-7-(4-bromo-benzo[1,3]dioxol-5-yl)-5-(2,4-dinitro-phenylamino)-8-formyl-3-methanesulfonyloxy-7-methyl-5,6,7,8-tetrahydro-naphthalen-2-yl ester

: 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

Guidance literature:: Multi-step reaction with 4 steps

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

2: diphenylphosphoryl azide, NEt₃ / 18 h / Heating

3: 2 N aq. NaOH / methanol / 16 h / 40 °C

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

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