4-azido-N-[1-(4-{4-({(3aR,5S,12aS)-10,11-dibromo-2,8-dioxo-1,2,3,4,5,6,8,12a-octahydroimidazo[4,5-b]dipyrrolo[1,2-a:1',2'-d]-pyrazin-5-yl}oxy)butyl}-1H-1,2,3-triazol-1-yl)-19,26-dioxo-30-(2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)-3,6,9,12,15-pentaoxa-18,25-diazatriacontan-20-yl]-2,3,5,6-tetrafluorobenzamide

Base Information

• Chemical Name: 4-azido-N-[1-(4-{4-({(3aR,5S,12aS)-10,11-dibromo-2,8-dioxo-1,2,3,4,5,6,8,12a-octahydroimidazo[4,5-b]dipyrrolo[1,2-a:1',2'-d]-pyrazin-5-yl}oxy)butyl}-1H-1,2,3-triazol-1-yl)-19,26-dioxo-30-(2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)-3,6,9,12,15-pentaoxa-18,25-diazatriacontan-20-yl]-2,3,5,6-tetrafluorobenzamide
• CAS No.: 1372717-57-1
• Molecular Formula: C₅₂H₆₉Br₂F₄N₁₅O₁₂S
• Molecular Weight: 1364.08
• Mol file: 1372717-57-1.mol

Synonyms:

Chemical Property of 4-azido-N-[1-(4-{4-({(3aR,5S,12aS)-10,11-dibromo-2,8-dioxo-1,2,3,4,5,6,8,12a-octahydroimidazo[4,5-b]dipyrrolo[1,2-a:1',2'-d]-pyrazin-5-yl}oxy)butyl}-1H-1,2,3-triazol-1-yl)-19,26-dioxo-30-(2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)-3,6,9,12,15-pentaoxa-18,25-diazatriacontan-20-yl]-2,3,5,6-tetrafluorobenzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-azido-N-[1-(4-{4-({(3aR,5S,12aS)-10,11-dibromo-2,8-dioxo-1,2,3,4,5,6,8,12a-octahydroimidazo[4,5-b]dipyrrolo[1,2-a:1',2'-d]-pyrazin-5-yl}oxy)butyl}-1H-1,2,3-triazol-1-yl)-19,26-dioxo-30-(2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)-3,6,9,12,15-pentaoxa-18,25-diazatriacontan-20-yl]-2,3,5,6-tetrafluorobenzamide

There total 10 articles about 4-azido-N-[1-(4-{4-({(3aR,5S,12aS)-10,11-dibromo-2,8-dioxo-1,2,3,4,5,6,8,12a-octahydroimidazo[4,5-b]dipyrrolo[1,2-a:1',2'-d]-pyrazin-5-yl}oxy)butyl}-1H-1,2,3-triazol-1-yl)-19,26-dioxo-30-(2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)-3,6,9,12,15-pentaoxa-18,25-diazatriacontan-20-yl]-2,3,5,6-tetrafluorobenzamide 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:

hexa(ethyleneglycol) ditosylate (42749-27-9) → 4-azido-N-[1-(4-{4-({(3aR,5S,12aS)-10,11-dibromo-2,8-dioxo-1,2,3,4,5,6,8,12a-octahydroimidazo[4,5-b]dipyrrolo[1,2-a:1',2'-d]-pyrazin-5-yl}oxy)butyl}-1H-1,2,3-triazol-1-yl)-19,26-dioxo-30-(2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)-3,6,9,12,15-pentaoxa-18,25-diazatriacontan-20-yl]-2,3,5,6-tetrafluorobenzamide (1372717-57-1)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium azide / N,N-dimethyl-formamide / 2.5 h / 110 °C

2: water; triphenylphosphine / N,N-dimethyl-formamide / 10 h / 20 °C

3: copper(II) sulfate; sodium L-ascorbate / water; butan-1-ol / 8 h / 22 °C / Darkness

4: N,N-dimethyl-formamide / 12 h / 20 °C

With sodium azide; water; copper(II) sulfate; sodium L-ascorbate; triphenylphosphine; In water; N,N-dimethyl-formamide; butan-1-ol; 2: Staudinger reaction;

DOI:10.1002/ejoc.201101175

Reference yield:

ethyl (3aS,5R,12aS)-10,11-dibromo-2,8-dioxo-3-(tosyloxy)-5-[{(trifluoromethyl)sulfonyl}oxy]-2,3,5,6,8,12a-hexahydroimidazo[4,5-b]dipyrrolo[1,2-a:1',2'-d]pyrazine-1(4H)-carboxylate (1372717-45-7) → 4-azido-N-[1-(4-{4-({(3aR,5S,12aS)-10,11-dibromo-2,8-dioxo-1,2,3,4,5,6,8,12a-octahydroimidazo[4,5-b]dipyrrolo[1,2-a:1',2'-d]-pyrazin-5-yl}oxy)butyl}-1H-1,2,3-triazol-1-yl)-19,26-dioxo-30-(2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)-3,6,9,12,15-pentaoxa-18,25-diazatriacontan-20-yl]-2,3,5,6-tetrafluorobenzamide (1372717-57-1)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine / dichloromethane / 36 h / 20 °C

2: methanol; samarium diiodide / tetrahydrofuran / 2 h / 0 - 20 °C

3: copper(II) sulfate; sodium L-ascorbate / water; butan-1-ol / 8 h / 22 °C / Darkness

4: N,N-dimethyl-formamide / 12 h / 20 °C

With methanol; samarium diiodide; copper(II) sulfate; sodium L-ascorbate; triethylamine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; butan-1-ol;

DOI:10.1002/ejoc.201101175

Reference yield:

2-(4-azido-2,3,5,6-tetrafluorobenzamido)-6-[5-(hexahydro-2-oxo-1H-thieno[3,4-d]imidazol-6-yl)pentanamido]hexanoic acid (165898-22-6) → 4-azido-N-[1-(4-{4-({(3aR,5S,12aS)-10,11-dibromo-2,8-dioxo-1,2,3,4,5,6,8,12a-octahydroimidazo[4,5-b]dipyrrolo[1,2-a:1',2'-d]-pyrazin-5-yl}oxy)butyl}-1H-1,2,3-triazol-1-yl)-19,26-dioxo-30-(2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)-3,6,9,12,15-pentaoxa-18,25-diazatriacontan-20-yl]-2,3,5,6-tetrafluorobenzamide (1372717-57-1)

Guidance literature:

Multi-step reaction with 2 steps

1: dicyclohexyl-carbodiimide / N,N-dimethyl-formamide / 12 h / 20 °C

2: N,N-dimethyl-formamide / 12 h / 20 °C

With dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide;

DOI:10.1002/ejoc.201101175

upstream raw materials:

(S)-2-(4-Azido-2,3,5,6-tetrafluoro-benzoylamino)-6-[5-((3aR,6S,6aS)-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-hexanoic acid 2,5-dioxo-pyrrolidin-1-yl ester

(3aR,5S,12aS)-5-[4-{1-(17-amino-3,6,9,12,15-pentaoxaheptadecyl)-1H-1,2,3-triazol-4-yl}butoxy]-10,11-dibromo-1,5,6,12atetrahydroimidazo[4,5-b]dipyrrolo[1,2-a:1',2'-d]pyrazine-2,8(3H,4H)-dione

C₂₁H₂₂N₄O₈S

ethyl (3aS,5R,12aS)-10,11-dibromo-2,8-dioxo-3-(tosyloxy)-5-[{(trifluoromethyl)sulfonyl}oxy]-2,3,5,6,8,12a-hexahydroimidazo[4,5-b]dipyrrolo[1,2-a:1',2'-d]pyrazine-1(4H)-carboxylate