(1R,8S,9R,11R)-9-Bromo-3-{5-[6-bromo-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-6-methoxy-pyrazin-2-yl}-8-methoxy-11-methyl-5-(2-trimethylsilanyl-ethoxymethyl)-5-aza-tricyclo[6.3.1.0^2,6]dodeca-2⁽⁶⁾,3-diene-7,10-dione

Base Information

• Chemical Name: (1R,8S,9R,11R)-9-Bromo-3-{5-[6-bromo-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-6-methoxy-pyrazin-2-yl}-8-methoxy-11-methyl-5-(2-trimethylsilanyl-ethoxymethyl)-5-aza-tricyclo[6.3.1.0^2,6]dodeca-2⁽⁶⁾,3-diene-7,10-dione
• CAS No.: 852380-49-5
• Molecular Formula: C₃₉H₄₂Br₂N₄O₇SSi
• Molecular Weight: 898.745

Synonyms:(1R,8S,9R,11R)-9-Bromo-3-{5-[6-bromo-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-6-methoxy-pyrazin-2-yl}-8-methoxy-11-methyl-5-(2-trimethylsilanyl-ethoxymethyl)-5-aza-tricyclo[6.3.1.0^2,6]dodeca-2⁽⁶⁾,3-diene-7,10-dione

Chemical Property of (1R,8S,9R,11R)-9-Bromo-3-{5-[6-bromo-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-6-methoxy-pyrazin-2-yl}-8-methoxy-11-methyl-5-(2-trimethylsilanyl-ethoxymethyl)-5-aza-tricyclo[6.3.1.0^2,6]dodeca-2⁽⁶⁾,3-diene-7,10-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,8S,9R,11R)-9-Bromo-3-{5-[6-bromo-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-6-methoxy-pyrazin-2-yl}-8-methoxy-11-methyl-5-(2-trimethylsilanyl-ethoxymethyl)-5-aza-tricyclo[6.3.1.0^2,6]dodeca-2⁽⁶⁾,3-diene-7,10-dione

There total 21 articles about (1R,8S,9R,11R)-9-Bromo-3-{5-[6-bromo-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-6-methoxy-pyrazin-2-yl}-8-methoxy-11-methyl-5-(2-trimethylsilanyl-ethoxymethyl)-5-aza-tricyclo[6.3.1.0^2,6]dodeca-2⁽⁶⁾,3-diene-7,10-dione 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:

(3R,5R)-5-[(tert-butyldimethylsilyl)oxy]-1,3-dihydroxy-4-methylene-cyclohexanecarboxylic acid methyl ester (852380-64-4) → (1R,8S,9R,11R)-9-Bromo-3-{5-[6-bromo-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-6-methoxy-pyrazin-2-yl}-8-methoxy-11-methyl-5-(2-trimethylsilanyl-ethoxymethyl)-5-aza-tricyclo[6.3.1.02,6]dodeca-2(6),3-diene-7,10-dione (852380-49-5)

Guidance literature:

Multi-step reaction with 15 steps

1: 98 percent / triethylamine; DMAP / CH₂Cl₂ / 0.17 h / 23 °C

2: 89 percent / Pd(P(t-Bu)3)2; N-methylmorpholine N-oxide; triethylsilane / tetrahydrofuran / 3.5 h / 70 °C

3: 99 percent / H₂ / Pd/C / methanol / 7 h / 0 °C / 760 Torr

4: 93 percent / 1,1'-carbonyldiimidazole / CH₂Cl₂ / 23 °C

5: 71 percent / tetrahydrofuran / -78 - 0 °C

6: 74 percent / Pd(OAc)2; DMSO / 2-methyl-propan-2-ol; acetic acid / 10 h / 60 °C

7: H₂ / Pd/C / ethyl acetate / 0.5 h / 23 °C

8: NaH / tetrahydrofuran / 1 h / 23 °C

9: N-bromosuccinimide / 0.25 h / 0 - 23 °C

10: n-BuLi / tetrahydrofuran / 0.25 h / -78 °C

11: 77 percent / Pd(PPh₃)4; aq. Na₂CO₃; benzene / methanol / 65 h / 50 °C

12: aq. LiBF₄ / acetonitrile / 30 h / 45 - 50 °C

13: Dess-Martin periodinane / CH₂Cl₂ / 0.05 h / 23 °C

14: triethylamine / CH₂Cl₂ / 0.5 h / 0 °C

15: 5.3 mg / N-bromosuccinimide / tetrahydrofuran / 0.02 h / 23 °C

With triethylsilane; dmap; palladium diacetate; N-Bromosuccinimide; lithium tetrafluoroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; bis(tri-t-butylphosphine)palladium⁽⁰⁾; hydrogen; sodium hydride; sodium carbonate; Dess-Martin periodane; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; 1,1'-carbonyldiimidazole; benzene; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; acetic acid; ethyl acetate; acetonitrile; tert-butyl alcohol; 6: intramolecular Heck cyclization / 11: Suzuki coupling;

DOI:10.1021/ja050586v

Reference yield:

(1R,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-4-methyl-cyclohex-3-enecarboxylic acid methyl ester (852380-48-4) → (1R,8S,9R,11R)-9-Bromo-3-{5-[6-bromo-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-6-methoxy-pyrazin-2-yl}-8-methoxy-11-methyl-5-(2-trimethylsilanyl-ethoxymethyl)-5-aza-tricyclo[6.3.1.02,6]dodeca-2(6),3-diene-7,10-dione (852380-49-5)

Guidance literature:

Multi-step reaction with 13 steps

1: 99 percent / H₂ / Pd/C / methanol / 7 h / 0 °C / 760 Torr

2: 93 percent / 1,1'-carbonyldiimidazole / CH₂Cl₂ / 23 °C

3: 71 percent / tetrahydrofuran / -78 - 0 °C

4: 74 percent / Pd(OAc)2; DMSO / 2-methyl-propan-2-ol; acetic acid / 10 h / 60 °C

5: H₂ / Pd/C / ethyl acetate / 0.5 h / 23 °C

6: NaH / tetrahydrofuran / 1 h / 23 °C

7: N-bromosuccinimide / 0.25 h / 0 - 23 °C

8: n-BuLi / tetrahydrofuran / 0.25 h / -78 °C

9: 77 percent / Pd(PPh₃)4; aq. Na₂CO₃; benzene / methanol / 65 h / 50 °C

10: aq. LiBF₄ / acetonitrile / 30 h / 45 - 50 °C

11: Dess-Martin periodinane / CH₂Cl₂ / 0.05 h / 23 °C

12: triethylamine / CH₂Cl₂ / 0.5 h / 0 °C

13: 5.3 mg / N-bromosuccinimide / tetrahydrofuran / 0.02 h / 23 °C

With palladium diacetate; N-Bromosuccinimide; lithium tetrafluoroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; hydrogen; sodium hydride; sodium carbonate; Dess-Martin periodane; dimethyl sulfoxide; triethylamine; 1,1'-carbonyldiimidazole; benzene; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; acetic acid; ethyl acetate; acetonitrile; tert-butyl alcohol; 4: intramolecular Heck cyclization / 9: Suzuki coupling;

DOI:10.1021/ja050586v

Reference yield:

(1R,3R,5R)-3-Acetoxy-5-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-4-methylene-cyclohexanecarboxylic acid methyl ester (852380-47-3) → (1R,8S,9R,11R)-9-Bromo-3-{5-[6-bromo-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-6-methoxy-pyrazin-2-yl}-8-methoxy-11-methyl-5-(2-trimethylsilanyl-ethoxymethyl)-5-aza-tricyclo[6.3.1.02,6]dodeca-2(6),3-diene-7,10-dione (852380-49-5)

Guidance literature:

Multi-step reaction with 14 steps

1: 89 percent / Pd(P(t-Bu)3)2; N-methylmorpholine N-oxide; triethylsilane / tetrahydrofuran / 3.5 h / 70 °C

2: 99 percent / H₂ / Pd/C / methanol / 7 h / 0 °C / 760 Torr

3: 93 percent / 1,1'-carbonyldiimidazole / CH₂Cl₂ / 23 °C

4: 71 percent / tetrahydrofuran / -78 - 0 °C

5: 74 percent / Pd(OAc)2; DMSO / 2-methyl-propan-2-ol; acetic acid / 10 h / 60 °C

6: H₂ / Pd/C / ethyl acetate / 0.5 h / 23 °C

7: NaH / tetrahydrofuran / 1 h / 23 °C

8: N-bromosuccinimide / 0.25 h / 0 - 23 °C

9: n-BuLi / tetrahydrofuran / 0.25 h / -78 °C

10: 77 percent / Pd(PPh₃)4; aq. Na₂CO₃; benzene / methanol / 65 h / 50 °C

11: aq. LiBF₄ / acetonitrile / 30 h / 45 - 50 °C

12: Dess-Martin periodinane / CH₂Cl₂ / 0.05 h / 23 °C

13: triethylamine / CH₂Cl₂ / 0.5 h / 0 °C

14: 5.3 mg / N-bromosuccinimide / tetrahydrofuran / 0.02 h / 23 °C

With triethylsilane; palladium diacetate; N-Bromosuccinimide; lithium tetrafluoroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; bis(tri-t-butylphosphine)palladium⁽⁰⁾; hydrogen; sodium hydride; sodium carbonate; Dess-Martin periodane; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; 1,1'-carbonyldiimidazole; benzene; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; acetic acid; ethyl acetate; acetonitrile; tert-butyl alcohol; 5: intramolecular Heck cyclization / 10: Suzuki coupling;

DOI:10.1021/ja050586v

upstream raw materials:

(1R,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-4-methyl-cyclohex-3-enecarboxylic acid methyl ester

(3R,5R)-5-[(tert-butyldimethylsilyl)oxy]-1,3-dihydroxy-4-methylene-cyclohexanecarboxylic acid methyl ester

(1R,3R,5R)-3-Acetoxy-5-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-4-methylene-cyclohexanecarboxylic acid methyl ester

D-(-)-quinic acid

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 852380-49-5 (1R,8S,9R,11R)-9-Bromo-3-{5-[6-bromo-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-6-methoxy-pyrazin-2-yl}-8-methoxy-11-methyl-5-(2-trimethylsilanyl-ethoxymethyl)-5-aza-tricyclo[6.3.1.0^2,6]dodeca-2⁽⁶⁾,3-diene-7,10-dione

Send

Send

Metric Ton KG G Pound L ML

Send

Send