4-Nitrophenyl 4-{[(benzyloxy)carbonyl]amino}butanoate

Base Information

• Chemical Name: 4-Nitrophenyl 4-{[(benzyloxy)carbonyl]amino}butanoate
• CAS No.: 28493-86-9
• Molecular Formula: C18H18 N2 O6
• Molecular Weight: 358.351
• NSC Number: 120005
• DSSTox Substance ID: DTXSID80297996
• Wikidata: Q82039537
• Mol file: 28493-86-9.mol

Synonyms:28493-86-9;NSC 120005;4-nitrophenyl 4-{[(benzyloxy)carbonyl]amino}butanoate;NSC120005;SCHEMBL11415434;DTXSID80297996;NSC-120005;10.14272/KRQFWXDSIWPJRF-UHFFFAOYSA-N;doi:10.14272/KRQFWXDSIWPJRF-UHFFFAOYSA-N

Chemical Property of 4-Nitrophenyl 4-{[(benzyloxy)carbonyl]amino}butanoate

Chemical Property:

• Vapor Pressure: 1.55E-12mmHg at 25°C
• Boiling Point: 559.2°Cat760mmHg
• Flash Point: 292°C
• Density: 1.289g/cm³
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 358.11648630
• Heavy Atom Count: 26
• Complexity: 465

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)NCCCC(=O)OC2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of 4-Nitrophenyl 4-{[(benzyloxy)carbonyl]amino}butanoate

There total 4 articles about 4-Nitrophenyl 4-{[(benzyloxy)carbonyl]amino}butanoate 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: 88.0%

4-(benzyloxycarbonylamino)butyric acid (5105-78-2) + 4-Nitrophenyl chloroformate (7693-46-1) → 4-nitrophenyl 4-{[(benzyloxy)carbonyl]amino}butanoate (28493-86-9)

Guidance literature:

With dmap; ethyl acetate; triethylamine; at 20 ℃; for 3h;

DOI:10.1002/hlca.201200451

Reference yield: 80.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + 4-(benzyloxycarbonylamino)butyric acid (5105-78-2) → 4-nitrophenyl 4-{[(benzyloxy)carbonyl]amino}butanoate (28493-86-9)

Guidance literature:

With dicyclohexyl-carbodiimide; In dichloromethane; Ambient temperature;

DOI:10.1016/S0022-1139(00)85027-7

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → 4-nitrophenyl 4-{[(benzyloxy)carbonyl]amino}butanoate (28493-86-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / 4N NaOH / H₂O

2: 80 percent / DCCI / CH₂Cl₂ / Ambient temperature

With sodium hydroxide; dicyclohexyl-carbodiimide; In dichloromethane; water;

DOI:10.1016/S0022-1139(00)85027-7

upstream raw materials:

4-nitro-phenol

4-(benzyloxycarbonylamino)butyric acid

benzyl chloroformate

4-Nitrophenyl chloroformate

Downstream raw materials:

1,8-bis(N-carbobenzoxy-4-aminobutyryl)-3,3,4,4,5,5,6,6-octafluorooctanediamine

1,12-bis(N-carbobenzoxy-4-aminobutyryl)-3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10-hexadecafluorododecanediamine

γ-(carbobenzoxyamino)butyramide

4-aminobutyryl p-nitrophenyl ester