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

Base Information

• Chemical Name: (S)-2-amino-N-[1-(benzyloxy)-2-oxopiperidin-3-yl]acetamide trifluoroacetate
• CAS No.: 1304495-08-6
• Molecular Formula: C₂HF₃O₂*C₁₄H₁₉N₃O₃
• Molecular Weight: 391.347
• Mol file: 1304495-08-6.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 2 articles about (S)-2-amino-N-[1-(benzyloxy)-2-oxopiperidin-3-yl]acetamide trifluoroacetate 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: 100.0%

tert-butyl (S)-[2-[[1-(benzyloxy)-2-oxopiperidin-3-yl]amino]-2-oxoethyl]carbamate (1304495-06-4) + trifluoroacetic acid (76-05-1) → (S)-2-amino-N-[1-(benzyloxy)-2-oxopiperidin-3-yl]acetamide trifluoroacetate (1304495-08-6)

Guidance literature:

With triethylsilane; In dichloromethane; at 0 - 20 ℃; for 3h; Inert atmosphere;

DOI:10.1016/j.tet.2011.03.003

Reference yield:

(S)-3-amino-1-benzyloxypiperidin-2-one hydrobromide → (S)-2-amino-N-[1-(benzyloxy)-2-oxopiperidin-3-yl]acetamide trifluoroacetate (1304495-08-6)

Guidance literature:

Multi-step reaction with 2 steps

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

1.2: 24 h / 20 °C / Inert atmosphere

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

With triethylsilane; 1,1'-carbonyldiimidazole; In dichloromethane;

DOI:10.1016/j.tet.2011.03.003

Reference yield: 80.0%

(R)-5-[2,3-bis(benzyloxy)benzamido]-2-[(tert-butoxycarbonyl)amino]pentanoic acid (1304495-09-7) + (S)-2-amino-N-[1-(benzyloxy)-2-oxopiperidin-3-yl]acetamide trifluoroacetate (1304495-08-6) → 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 (1304495-10-0)

Guidance literature:

(R)-5-[2,3-bis(benzyloxy)benzamido]-2-[(tert-butoxycarbonyl)amino]pentanoic acid; With 1,1'-carbonyldiimidazole; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

(S)-2-amino-N-[1-(benzyloxy)-2-oxopiperidin-3-yl]acetamide trifluoroacetate; With triethylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2011.03.003

upstream raw materials:

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

trifluoroacetic acid

Downstream raw materials:

N,N'-[(R)-5-[[2-[[(S)-1-(benzyloxy)-2-oxopiperidin-3-yl]amino]-2-oxoethyl]amino]-5-oxopentane-1,4-diyl]bis[2,3-bis(benzyloxy)benzamide]

Nocardia heterobactin

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

heterobactin B