2-(methylsulfonyl)ethyl 6'-bromo-1',2'-dihydro-5-methyl-3-<<<5-nitro-2,6-bis(phenylmethoxy)-4-pyrimidinyl>amino>methyl>-2'-oxospiro<3-cyclopentene-1,3'-<3H>indole>-2-carboxylate

Base Information

• Chemical Name: 2-(methylsulfonyl)ethyl 6'-bromo-1',2'-dihydro-5-methyl-3-<<<5-nitro-2,6-bis(phenylmethoxy)-4-pyrimidinyl>amino>methyl>-2'-oxospiro<3-cyclopentene-1,3'-<3H>indole>-2-carboxylate
• CAS No.: 123973-57-9
• Molecular Formula: C₃₆H₃₄BrN₅O₉S
• Molecular Weight: 792.664
• Mol file: 123973-57-9.mol

Synonyms:

Chemical Property of 2-(methylsulfonyl)ethyl 6'-bromo-1',2'-dihydro-5-methyl-3-<<<5-nitro-2,6-bis(phenylmethoxy)-4-pyrimidinyl>amino>methyl>-2'-oxospiro<3-cyclopentene-1,3'-<3H>indole>-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(methylsulfonyl)ethyl 6'-bromo-1',2'-dihydro-5-methyl-3-<<<5-nitro-2,6-bis(phenylmethoxy)-4-pyrimidinyl>amino>methyl>-2'-oxospiro<3-cyclopentene-1,3'-<3H>indole>-2-carboxylate

There total 12 articles about 2-(methylsulfonyl)ethyl 6'-bromo-1',2'-dihydro-5-methyl-3-<<<5-nitro-2,6-bis(phenylmethoxy)-4-pyrimidinyl>amino>methyl>-2'-oxospiro<3-cyclopentene-1,3'-<3H>indole>-2-carboxylate 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:

6-bromoisatin (6326-79-0) → 2-(methylsulfonyl)ethyl 6'-bromo-1',2'-dihydro-5-methyl-3-<<<5-nitro-2,6-bis(phenylmethoxy)-4-pyrimidinyl>amino>methyl>-2'-oxospiro<3-cyclopentene-1,3'-<3H>indole>-2-carboxylate (123973-57-9,143167-72-0)

Guidance literature:

Multi-step reaction with 13 steps

2: 90 percent / toluene / 3 h / 130 °C

3: 94 percent / 10percent aq. KOH / dioxane / 1 h / 100 °C

4: picryl chloride, pyridine

5: pyridine / 3 h / Ambient temperature

6: 93 percent / m-chloroperbenzoic acid (m-CPBA) / CH₂Cl₂ / 0.5 h / Ambient temperature

7: 1.) O₃, O₂, 2.) triethyl phosphite / 1.) CH₂Cl₂, MeOH, -60 deg C, 5 min, 2.) CH₂Cl₂, MeOH, -20 deg C, 30 min

8: AcOH, piperidine / tetrahydrofuran; benzene / 3 h / 52 °C

9: 88 percent / NaBH₄ / CH₂Cl₂; methanol / 0.5 h / Ambient temperature

10: 94.6 percent / triethylamine / tetrahydrofuran / 1 h / Ambient temperature

11: 91 percent / NaN₃ / dimethylformamide / 1 h / 5 °C

12: zinc, AcOH / CH₂Cl₂ / 0.17 h / 5 °C

13: NaHCO₃ / dioxane / Ambient temperature

With piperidine; pyridine; potassium hydroxide; sodium tetrahydroborate; sodium azide; 2,4,6-trinitrochlorobenzene; oxygen; sodium hydrogencarbonate; ozone; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; zinc; triethyl phosphite; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; benzene;

DOI:10.1248/cpb.40.1110

Reference yield:

(E)-6-bromo-3-ethoxycarbonylmethylene-2-oxoindoline (42839-50-9) → 2-(methylsulfonyl)ethyl 6'-bromo-1',2'-dihydro-5-methyl-3-<<<5-nitro-2,6-bis(phenylmethoxy)-4-pyrimidinyl>amino>methyl>-2'-oxospiro<3-cyclopentene-1,3'-<3H>indole>-2-carboxylate (123973-57-9,143167-72-0)

Guidance literature:

Multi-step reaction with 12 steps

1: 90 percent / toluene / 3 h / 130 °C

2: 94 percent / 10percent aq. KOH / dioxane / 1 h / 100 °C

3: picryl chloride, pyridine

4: pyridine / 3 h / Ambient temperature

5: 93 percent / m-chloroperbenzoic acid (m-CPBA) / CH₂Cl₂ / 0.5 h / Ambient temperature

6: 1.) O₃, O₂, 2.) triethyl phosphite / 1.) CH₂Cl₂, MeOH, -60 deg C, 5 min, 2.) CH₂Cl₂, MeOH, -20 deg C, 30 min

7: AcOH, piperidine / tetrahydrofuran; benzene / 3 h / 52 °C

8: 88 percent / NaBH₄ / CH₂Cl₂; methanol / 0.5 h / Ambient temperature

9: 94.6 percent / triethylamine / tetrahydrofuran / 1 h / Ambient temperature

10: 91 percent / NaN₃ / dimethylformamide / 1 h / 5 °C

11: zinc, AcOH / CH₂Cl₂ / 0.17 h / 5 °C

12: NaHCO₃ / dioxane / Ambient temperature

With piperidine; pyridine; potassium hydroxide; sodium tetrahydroborate; sodium azide; 2,4,6-trinitrochlorobenzene; oxygen; sodium hydrogencarbonate; ozone; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; zinc; triethyl phosphite; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; benzene;

DOI:10.1248/cpb.40.1110

Reference yield:

6'-bromo-1,2'-dihydro-6-methyl-2'-oxospiro<4-cyclohexene-1,3'-<3H>indole>-2-carboxylic acid (123973-50-2) → 2-(methylsulfonyl)ethyl 6'-bromo-1',2'-dihydro-5-methyl-3-<<<5-nitro-2,6-bis(phenylmethoxy)-4-pyrimidinyl>amino>methyl>-2'-oxospiro<3-cyclopentene-1,3'-<3H>indole>-2-carboxylate (123973-57-9,143167-72-0)

Guidance literature:

Multi-step reaction with 10 steps

1: picryl chloride, pyridine

2: pyridine / 3 h / Ambient temperature

3: 93 percent / m-chloroperbenzoic acid (m-CPBA) / CH₂Cl₂ / 0.5 h / Ambient temperature

4: 1.) O₃, O₂, 2.) triethyl phosphite / 1.) CH₂Cl₂, MeOH, -60 deg C, 5 min, 2.) CH₂Cl₂, MeOH, -20 deg C, 30 min

5: AcOH, piperidine / tetrahydrofuran; benzene / 3 h / 52 °C

6: 88 percent / NaBH₄ / CH₂Cl₂; methanol / 0.5 h / Ambient temperature

7: 94.6 percent / triethylamine / tetrahydrofuran / 1 h / Ambient temperature

8: 91 percent / NaN₃ / dimethylformamide / 1 h / 5 °C

9: zinc, AcOH / CH₂Cl₂ / 0.17 h / 5 °C

10: NaHCO₃ / dioxane / Ambient temperature

With piperidine; pyridine; sodium tetrahydroborate; sodium azide; 2,4,6-trinitrochlorobenzene; oxygen; sodium hydrogencarbonate; ozone; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; zinc; triethyl phosphite; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; benzene;

DOI:10.1248/cpb.40.1110

upstream raw materials:

6-bromoisatin

(E)-6-bromo-3-ethoxycarbonylmethylene-2-oxoindoline

6'-bromo-1,2'-dihydro-6-methyl-2'-oxospiro<4-cyclohexene-1,3'-<3H>indole>-2-carboxylic acid

ethyl 6'-bromo-1',2'-dihydro-6-methyl-2'-oxospiro<4-cyclohexene-1,3'-<3H>indole>-2-carboxylate

Downstream raw materials:

2-(methylsulfonyl)ethyl 6'-bromo-1',2'-dihydro-3,4-dihydroxy-5-methyl-3-<<<5-nitro-2,6-bis(phenylmethoxy)-4-pyrimidinyl>amino>methyl>-2'-oxospiroindole>-2-carboxylate

2-(methylsulfonyl)ethyl 6'-bromo-1',2',8,8a,9,10-hexahydro-6-hydroxy-6-methyl-2'-oxo-2,4-bis(phenylmethoxy)-spiropyrimido<4,5-b><1,4>diazepine-7(6H),3'-<3H>indole>-8-carboxylate

2-(methylsulfonyl)ethyl 6'-bromo-1',2'-dihydro-4-hydroxy-5-methyl-3-<<<5-nitro-2,6-bis(phenylmethoxy)-4-pyrimidinyl>amino>methyl>-2'-oxospiro<2-cyclopentene-1,3'-<3H>indole>-2-carboxylate

2-(methylsulfonyl)ethyl 6'-bromo-1',2'-dihydro-5-hydroxy-5-methyl-3-<<<5-nitro-2,6-bis(phenylmethoxy)-4-pyrimidinyl>amino>methyl>-2',4'-dioxospiro<2-cyclopentene-1,3'-<3H>indole>-2-carboxylate