C₂₅H₂₄BrN₅O₁₂

Base Information

• Chemical Name: C₂₅H₂₄BrN₅O₁₂
• CAS No.: 94779-89-2
• Molecular Formula: C₂₅H₂₄BrN₅O₁₂
• Molecular Weight: 666.396
• Mol file: 94779-89-2.mol

Synonyms:C₂₅H₂₄BrN₅O₁₂

Chemical Property of C₂₅H₂₄BrN₅O₁₂

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₅H₂₄BrN₅O₁₂

There total 30 articles about C₂₅H₂₄BrN₅O₁₂ 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: 15.0%

C50H52BrN5O13 (90044-45-4,94841-56-2) → C25H24BrN5O12 (94779-89-2) + (+/-)-surugatoxin (40957-92-4,94779-69-8)

Guidance literature:

With trifluoroacetic acid; at 60 ℃; for 7h;

DOI:10.1016/S0040-4020(01)86989-1

Reference yield:

6-bromoisatin (6326-79-0) → C25H24BrN5O12 (94779-89-2)

Guidance literature:

Multi-step reaction with 16 steps

1: 82 percent / piperidine, acetic acid / benzene / 5 h / Heating

2: 92 percent / Na₂S₂O₄ / ethanol; H₂O / 0.08 h / Heating

3: 27 percent / NH₂NH₂*H₂O / CH₂Cl₂; methanol / 0.5 h

4: 90 percent / NaHCO₃ / dimethylformamide / 1 h / Ambient temperature

5: 94 percent / Zn, AcOH / tetrahydrofuran / 10 h / 0 °C

6: 50 percent / pyridine / 2 h / 70 °C

7: 14 percent / NaBH₃CN, 2N aq. HCl / ethyl acetate / 0.17 h

8: 92 percent / benzene / 5 h / Ambient temperature

9: 83 percent / pyridine / Ambient temperature

10: 77 percent / Ac₂O / 2 h / 120 °C

11: 96 percent / 80percent m-CPBA / CH₂Cl₂ / 0.5 h / 0 - 25 °C

12: 82 percent / 0.1 M aq. NaHCO₃-Na₂CO₃ / acetone / 1 h / Ambient temperature; pH 10.2

13: 28 percent / picryl chloride / pyridine / 1.5 h / Ambient temperature

14: 72 percent / 0.1 N KOH / methanol / 2 h / Ambient temperature

15: 1.) Pb(OAc)4, 2.) NaBH₃CN / 1.) AcOH, room temp., 15 min, 2.) AcOH, room temp., 20 min

16: 71 percent / 90percent TFA / 7 h / 60 °C

With piperidine; pyridine; lead(IV) acetate; hydrogenchloride; potassium hydroxide; sodium dithionite; 2,4,6-trinitrochlorobenzene; acetic anhydride; sodium cyanoborohydride; sodium hydrogencarbonate; sodium carbonate; hydrazine hydrate; acetic acid; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; zinc; In tetrahydrofuran; pyridine; methanol; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone; benzene;

DOI:10.1016/S0040-4020(01)86989-1

Reference yield:

2-(methylthio)ethyl α-(aminoacetyl)-6-bromo-2,3-dihydro-2-oxo-1H-indole-3-acetate hydrochloride (94779-73-4) → C25H24BrN5O12 (94779-89-2)

Guidance literature:

Multi-step reaction with 13 steps

1: 90 percent / NaHCO₃ / dimethylformamide / 1 h / Ambient temperature

2: 94 percent / Zn, AcOH / tetrahydrofuran / 10 h / 0 °C

3: 50 percent / pyridine / 2 h / 70 °C

4: 14 percent / NaBH₃CN, 2N aq. HCl / ethyl acetate / 0.17 h

5: 92 percent / benzene / 5 h / Ambient temperature

6: 83 percent / pyridine / Ambient temperature

7: 77 percent / Ac₂O / 2 h / 120 °C

8: 96 percent / 80percent m-CPBA / CH₂Cl₂ / 0.5 h / 0 - 25 °C

9: 82 percent / 0.1 M aq. NaHCO₃-Na₂CO₃ / acetone / 1 h / Ambient temperature; pH 10.2

10: 28 percent / picryl chloride / pyridine / 1.5 h / Ambient temperature

11: 72 percent / 0.1 N KOH / methanol / 2 h / Ambient temperature

12: 1.) Pb(OAc)4, 2.) NaBH₃CN / 1.) AcOH, room temp., 15 min, 2.) AcOH, room temp., 20 min

13: 71 percent / 90percent TFA / 7 h / 60 °C

With pyridine; lead(IV) acetate; hydrogenchloride; potassium hydroxide; 2,4,6-trinitrochlorobenzene; acetic anhydride; sodium cyanoborohydride; sodium hydrogencarbonate; sodium carbonate; acetic acid; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; zinc; In tetrahydrofuran; pyridine; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetone; benzene;

DOI:10.1016/S0040-4020(01)86989-1

upstream raw materials:

C₅₀H₅₂BrN₅O₁₃

6-bromoisatin

2-(methylthio)ethyl 6-bromo-α-<(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)acetyl>-2,3-dihydro-2-oxo-1H-indole-3-acetate

2-(methylthio)ethyl α-(aminoacetyl)-6-bromo-2,3-dihydro-2-oxo-1H-indole-3-acetate hydrochloride

Downstream raw materials:

(+/-)-surugatoxin