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

Base Information

• Chemical Name: tert-butyl (S)-[2-[[1-(benzyloxy)-2-oxopiperidin-3-yl]amino]-2-oxoethyl]carbamate
• CAS No.: 1304495-06-4
• Molecular Formula: C₁₉H₂₇N₃O₅
• Molecular Weight: 377.44
• Mol file: 1304495-06-4.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about tert-butyl (S)-[2-[[1-(benzyloxy)-2-oxopiperidin-3-yl]amino]-2-oxoethyl]carbamate 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: 68.0%

BOC-glycine (4530-20-5) + (S)-3-amino-1-benzyloxypiperidin-2-one hydrobromide → tert-butyl (S)-[2-[[1-(benzyloxy)-2-oxopiperidin-3-yl]amino]-2-oxoethyl]carbamate (1304495-06-4)

Guidance literature:

BOC-glycine; With 1,1'-carbonyldiimidazole; In dichloromethane; for 1h; Inert atmosphere;

(S)-3-amino-1-benzyloxypiperidin-2-one hydrobromide; With triethylamine; In dichloromethane; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.tet.2011.03.003

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:

tert-butyl (S)-[2-[[1-(benzyloxy)-2-oxopiperidin-3-yl]amino]-2-oxoethyl]carbamate (1304495-06-4) → 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] (1304495-13-3)

Guidance literature:

Multi-step reaction with 2 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

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

DOI:10.1016/j.tet.2011.03.003

upstream raw materials:

BOC-glycine

Downstream 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

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

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]

heterobactin B