[8-Acetyl-2,4-bis-benzyloxy-7,8-dihydro-5H-pteridin-(6E)-ylidene]-(1-acetyl-6-bromo-2-oxo-2,3-dihydro-1H-indol-3-yl)-acetic acid 2-methylsulfanyl-ethyl ester

Base Information

• Chemical Name: [8-Acetyl-2,4-bis-benzyloxy-7,8-dihydro-5H-pteridin-(6E)-ylidene]-(1-acetyl-6-bromo-2-oxo-2,3-dihydro-1H-indol-3-yl)-acetic acid 2-methylsulfanyl-ethyl ester
• CAS No.: 158320-61-7
• Molecular Formula: C₃₇H₃₄BrN₅O₇S
• Molecular Weight: 772.676

Synonyms:

Chemical Property of [8-Acetyl-2,4-bis-benzyloxy-7,8-dihydro-5H-pteridin-(6E)-ylidene]-(1-acetyl-6-bromo-2-oxo-2,3-dihydro-1H-indol-3-yl)-acetic acid 2-methylsulfanyl-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [8-Acetyl-2,4-bis-benzyloxy-7,8-dihydro-5H-pteridin-(6E)-ylidene]-(1-acetyl-6-bromo-2-oxo-2,3-dihydro-1H-indol-3-yl)-acetic acid 2-methylsulfanyl-ethyl ester

There total 7 articles about [8-Acetyl-2,4-bis-benzyloxy-7,8-dihydro-5H-pteridin-(6E)-ylidene]-(1-acetyl-6-bromo-2-oxo-2,3-dihydro-1H-indol-3-yl)-acetic acid 2-methylsulfanyl-ethyl 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: 25.0%

acetic anhydride (108-24-7) + 2-(methylthio)ethyl 6-bromo-α-<7,8-dihydro-2,4-bis(phenylmethoxy)-6(5H)-pteridinylidene>-2,3-dihydro-2-oxo-1H-indole-3-acetate (158320-59-3) → (8-Acetyl-2,4-bis-benzyloxy-7,8-dihydro-pteridin-6-yl)-[1-acetyl-6-bromo-2-oxo-1,2-dihydro-indol-(3E)-ylidene]-acetic acid 2-methylsulfanyl-ethyl ester (94779-76-7,94779-77-8) + [1-Acetyl-6-bromo-2-oxo-1,2-dihydro-indol-(3E)-ylidene]-(2,4-bis-benzyloxy-pteridin-6-yl)-acetic acid 2-methylsulfanyl-ethyl ester + [8-Acetyl-2,4-bis-benzyloxy-7,8-dihydro-5H-pteridin-(6E)-ylidene]-(1-acetyl-6-bromo-2-oxo-2,3-dihydro-1H-indol-3-yl)-acetic acid 2-methylsulfanyl-ethyl ester (158320-61-7)

Guidance literature:

With pyridine; at 70 ℃; for 2h;

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

Reference yield:

6-bromoisatin (6326-79-0) → [8-Acetyl-2,4-bis-benzyloxy-7,8-dihydro-5H-pteridin-(6E)-ylidene]-(1-acetyl-6-bromo-2-oxo-2,3-dihydro-1H-indol-3-yl)-acetic acid 2-methylsulfanyl-ethyl ester (158320-61-7)

Guidance literature:

Multi-step reaction with 6 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: 12 percent / pyridine / 2 h / 70 °C

With piperidine; pyridine; sodium dithionite; sodium hydrogencarbonate; hydrazine hydrate; acetic acid; zinc; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; benzene;

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

Reference yield:

2-(methylthio)ethyl 1,3-dihydro-β,1,3-trioxo-2H-isoindole-2-butanoate (94779-70-1) → [8-Acetyl-2,4-bis-benzyloxy-7,8-dihydro-5H-pteridin-(6E)-ylidene]-(1-acetyl-6-bromo-2-oxo-2,3-dihydro-1H-indol-3-yl)-acetic acid 2-methylsulfanyl-ethyl ester (158320-61-7)

Guidance literature:

Multi-step reaction with 6 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: 12 percent / pyridine / 2 h / 70 °C

With piperidine; pyridine; sodium dithionite; sodium hydrogencarbonate; hydrazine hydrate; acetic acid; zinc; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; benzene;

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

upstream raw materials:

acetic anhydride

2-(methylthio)ethyl 6-bromo-α-<7,8-dihydro-2,4-bis(phenylmethoxy)-6(5H)-pteridinylidene>-2,3-dihydro-2-oxo-1H-indole-3-acetate

6-bromoisatin

2-(methylthio)ethyl 1,3-dihydro-β,1,3-trioxo-2H-isoindole-2-butanoate

Downstream raw materials:

C₂₅H₂₄BrN₅O₁₂

2-(methylthio)ethyl 8-acetyl-α-(1-acetyl-6-bromo-1,2-dihydro-2-oxo-3H-indol-3-ylidene)-5,6,7,8-tetrahydro-2,4-bis(phenylmethoxy)-6-pteridineacetate

2-(methylthio)ethyl 1,5'-diacetyl-6-bromo-1,2,5',6',9',10'-hexahydro-9'-hydroxy-9'-methyl-2,10'-dioxo-1',3'-bis(phenylmethoxy)spiro<3H-indole-3,8'-<8H>pyrido<1,2-f>pteridine>-7'-carboxylate

1,5'-diacetyl-9'-(acetyloxy)-6-bromo-1,2,5',6',9',10'-hexahydro-9'-methyl-2,10'-dioxo-1',3'-bis(phenylmethoxy)spiro<3H-indole-3,8'-<8H>pyrido<1,2-f>pteridine>-7'-carboxylic acid

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