N-[(R)-1-[[2-[[(S)-1-(benzyloxy)-2-oxopiperidin-3-yl]amino]-2-oxoethyl]amino]-5-[2,3-bis(benzyloxy)benzamido]-1-oxopentan-2-yl]-5-hydroxy-4-benzoxazolecarboxamide

Base Information

• Chemical Name: N-[(R)-1-[[2-[[(S)-1-(benzyloxy)-2-oxopiperidin-3-yl]amino]-2-oxoethyl]amino]-5-[2,3-bis(benzyloxy)benzamido]-1-oxopentan-2-yl]-5-hydroxy-4-benzoxazolecarboxamide
• CAS No.: 1304495-12-2
• Molecular Formula: C₄₈H₄₈N₆O₁₀
• Molecular Weight: 868.943
• Mol file: 1304495-12-2.mol

Synonyms:N-[(R)-1-[[2-[[(S)-1-(benzyloxy)-2-oxopiperidin-3-yl]amino]-2-oxoethyl]amino]-5-[2,3-bis(benzyloxy)benzamido]-1-oxopentan-2-yl]-5-hydroxy-4-benzoxazolecarboxamide

Chemical Property of N-[(R)-1-[[2-[[(S)-1-(benzyloxy)-2-oxopiperidin-3-yl]amino]-2-oxoethyl]amino]-5-[2,3-bis(benzyloxy)benzamido]-1-oxopentan-2-yl]-5-hydroxy-4-benzoxazolecarboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[(R)-1-[[2-[[(S)-1-(benzyloxy)-2-oxopiperidin-3-yl]amino]-2-oxoethyl]amino]-5-[2,3-bis(benzyloxy)benzamido]-1-oxopentan-2-yl]-5-hydroxy-4-benzoxazolecarboxamide

There total 11 articles about N-[(R)-1-[[2-[[(S)-1-(benzyloxy)-2-oxopiperidin-3-yl]amino]-2-oxoethyl]amino]-5-[2,3-bis(benzyloxy)benzamido]-1-oxopentan-2-yl]-5-hydroxy-4-benzoxazolecarboxamide 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:

C12H8N2O6 + 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 → N-[(R)-1-[[2-[[(S)-1-(benzyloxy)-2-oxopiperidin-3-yl]amino]-2-oxoethyl]amino]-5-[2,3-bis(benzyloxy)benzamido]-1-oxopentan-2-yl]-5-hydroxy-4-benzoxazolecarboxamide (1304495-12-2)

Guidance literature:

With triethylamine; In water; acetonitrile; at 20 ℃; for 48h; Inert atmosphere;

DOI:10.1016/j.tet.2011.03.003

Reference yield:

methyl 2-amino-3,6-dihydroxybenzoate hydrochloride (108379-88-0) → N-[(R)-1-[[2-[[(S)-1-(benzyloxy)-2-oxopiperidin-3-yl]amino]-2-oxoethyl]amino]-5-[2,3-bis(benzyloxy)benzamido]-1-oxopentan-2-yl]-5-hydroxy-4-benzoxazolecarboxamide (1304495-12-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: ethanol / 24 h / Reflux; Inert atmosphere

2.1: lithium iodide / tetrahydrofuran / 18 h / Inert atmosphere; Reflux; Darkness

2.2: pH 2

3.1: dicyclohexyl-carbodiimide / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

4.1: triethylamine / water; acetonitrile / 48 h / 20 °C / Inert atmosphere

With triethylamine; dicyclohexyl-carbodiimide; lithium iodide; In tetrahydrofuran; ethanol; water; acetonitrile;

DOI:10.1016/j.tet.2011.03.003

Reference yield:

methyl 5-hydroxy-4-benzoxazolecarboxylate (155012-53-6) → N-[(R)-1-[[2-[[(S)-1-(benzyloxy)-2-oxopiperidin-3-yl]amino]-2-oxoethyl]amino]-5-[2,3-bis(benzyloxy)benzamido]-1-oxopentan-2-yl]-5-hydroxy-4-benzoxazolecarboxamide (1304495-12-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium iodide / tetrahydrofuran / 18 h / Inert atmosphere; Reflux; Darkness

1.2: pH 2

2.1: dicyclohexyl-carbodiimide / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

3.1: triethylamine / water; acetonitrile / 48 h / 20 °C / Inert atmosphere

With triethylamine; dicyclohexyl-carbodiimide; lithium iodide; In tetrahydrofuran; water; acetonitrile;

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

5-hydroxy-4-benzoxazolecarboxylic acid

methyl 2-amino-3,6-dihydroxybenzoate hydrochloride

methyl 5-hydroxy-4-benzoxazolecarboxylate

Downstream raw materials:

heterobactin A