heterobactin B

Base Information

• Chemical Name: heterobactin B
• CAS No.: 363624-57-1
• Molecular Formula: C₁₉H₂₇N₅O₇
• Molecular Weight: 437.453
• Mol file: 363624-57-1.mol

Synonyms:heterobactin B

Chemical Property of heterobactin B

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of heterobactin B

There total 8 articles about heterobactin B 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: 96.0%

N-[(R)-4-amino-5-[[2-[[(S)-1-(benzyloxy)-2-oxopiperidin-3-yl]amino]-2-oxoethyl]amino]-5-oxopentyl]-2,3-bis(benzyloxy)benzamide trifluoroacetate → heterobactin B (363624-57-1)

Guidance literature:

With hydrogenchloride; palladium 10% on activated carbon; hydrogen; In methanol; water; for 6h; under 760.051 Torr;

DOI:10.1016/j.tet.2011.03.003

Reference yield:

tert-butyl (S)-[2-[[1-(benzyloxy)-2-oxopiperidin-3-yl]amino]-2-oxoethyl]carbamate (1304495-06-4) → heterobactin B (363624-57-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: triethylsilane / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

2.1: 1,1'-carbonyldiimidazole / dichloromethane / 1 h / 20 °C / Inert atmosphere

2.2: 0 - 20 °C / Inert atmosphere

3.1: triethylsilane / dichloromethane / 4 h / 0 - 20 °C / Inert atmosphere

4.1: hydrogenchloride; palladium 10% on activated carbon; hydrogen / methanol; water / 6 h / 760.05 Torr

With hydrogenchloride; triethylsilane; palladium 10% on activated carbon; hydrogen; 1,1'-carbonyldiimidazole; In methanol; dichloromethane; water;

DOI:10.1016/j.tet.2011.03.003

Reference yield:

(S)-2-amino-N-[1-(benzyloxy)-2-oxopiperidin-3-yl]acetamide trifluoroacetate (1304495-08-6) → heterobactin B (363624-57-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 1,1'-carbonyldiimidazole / dichloromethane / 1 h / 20 °C / Inert atmosphere

1.2: 0 - 20 °C / Inert atmosphere

2.1: triethylsilane / dichloromethane / 4 h / 0 - 20 °C / Inert atmosphere

3.1: hydrogenchloride; palladium 10% on activated carbon; hydrogen / methanol; water / 6 h / 760.05 Torr

With hydrogenchloride; triethylsilane; palladium 10% on activated carbon; hydrogen; 1,1'-carbonyldiimidazole; In methanol; dichloromethane; water;

DOI:10.1016/j.tet.2011.03.003

upstream raw materials:

tert-butyl [(R)-1-[[2-[[(S)-1-(benzyloxy)-2-oxopiperidin-3-yl]amino]-2-oxoethyl]amino]-5-[2,3-bis(benzyloxy)benzamido]-1-oxopentan-2-yl]carbamate

tert-butyl (S)-[2-[[1-(benzyloxy)-2-oxopiperidin-3-yl]amino]-2-oxoethyl]carbamate

(S)-2-amino-N-[1-(benzyloxy)-2-oxopiperidin-3-yl]acetamide trifluoroacetate

(R)-5-[2,3-bis(benzyloxy)benzamido]-2-[(tert-butoxycarbonyl)amino]pentanoic acid