tert-butoxycarbonyl-L-leucine 4-[7-(9-fluorenylmethoxycarbonylamino)-1H-quinolin-2-on-4-yl]methylanilide

Base Information

• Chemical Name: tert-butoxycarbonyl-L-leucine 4-[7-(9-fluorenylmethoxycarbonylamino)-1H-quinolin-2-on-4-yl]methylanilide
• CAS No.: 894803-09-9
• Molecular Formula: C₄₂H₄₄N₄O₆
• Molecular Weight: 700.835
• Mol file: 894803-09-9.mol

Synonyms:tert-butoxycarbonyl-L-leucine 4-[7-(9-fluorenylmethoxycarbonylamino)-1H-quinolin-2-on-4-yl]methylanilide

Chemical Property of tert-butoxycarbonyl-L-leucine 4-[7-(9-fluorenylmethoxycarbonylamino)-1H-quinolin-2-on-4-yl]methylanilide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butoxycarbonyl-L-leucine 4-[7-(9-fluorenylmethoxycarbonylamino)-1H-quinolin-2-on-4-yl]methylanilide

There total 2 articles about tert-butoxycarbonyl-L-leucine 4-[7-(9-fluorenylmethoxycarbonylamino)-1H-quinolin-2-on-4-yl]methylanilide 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: 67.0%

4-(4-aminobenzyl)-7-(9-fluorenylmethoxycarbonylamino)-1H-quinolin-2-one (748806-79-3) + N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) → tert-butoxycarbonyl-L-leucine 4-[7-(9-fluorenylmethoxycarbonylamino)-1H-quinolin-2-on-4-yl]methylanilide (894803-09-9)

Guidance literature:

With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1021/ja060729t

Reference yield:

7-(9-fluorenylmethoxycarbonylamino)-4-(4-nitrobenzyl)-1H-quinolin-2-one (748806-78-2) → tert-butoxycarbonyl-L-leucine 4-[7-(9-fluorenylmethoxycarbonylamino)-1H-quinolin-2-on-4-yl]methylanilide (894803-09-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / iron / ethanol; acetic acid / 2 h / Heating

2: 67 percent / HBTU; HOBT*H₂O; DIEA / dimethylformamide / 2 h / 20 °C

With iron; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In ethanol; acetic acid; N,N-dimethyl-formamide;

DOI:10.1021/ja060729t

Reference yield: 76.0%

tert-butoxycarbonyl-L-leucine 4-[7-(9-fluorenylmethoxycarbonylamino)-1H-quinolin-2-on-4-yl]methylanilide (894803-09-9) → tert-butoxycarbonyl-L-leucine 4-(7-amino-1H-quinolin-2-on-4-yl)methylanilide (894803-10-2)

Guidance literature:

With piperidine; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1021/ja060729t

upstream raw materials:

4-(4-aminobenzyl)-7-(9-fluorenylmethoxycarbonylamino)-1H-quinolin-2-one

N-tert-butoxycarbonyl-L-leucine

7-(9-fluorenylmethoxycarbonylamino)-4-(4-nitrobenzyl)-1H-quinolin-2-one

Downstream raw materials:

tert-butoxycarbonyl-L-leucine 4-(7-amino-1H-quinolin-2-on-4-yl)methylanilide

N-{N-[4-(tert-butoxycarbonyl-L-leucyl)aminobenzyl-1,2-dihydro-2-oxoquinolin-7-yl]carbamoylmethyl}-N,N',N'',N''-diethylenetriaminetetraacetic acid