Tert-butyl 2-(5-iodo-2-nitrophenyl)acetate

Base Information

• Chemical Name: Tert-butyl 2-(5-iodo-2-nitrophenyl)acetate
• CAS No.: 502481-69-8
• Molecular Formula: C12H14INO4
• Molecular Weight: 363.15
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID30456778
• Wikidata: Q82279347
• Mol file: 502481-69-8.mol

Synonyms:TERT-BUTYL 2-(5-IODO-2-NITROPHENYL)ACETATE;502481-69-8;DTXSID30456778;MFCD08275110;AB44778;t-Butyl 2-(5-iodo-2-nitrophenyl)acetate;C90486

Chemical Property of Tert-butyl 2-(5-iodo-2-nitrophenyl)acetate

Chemical Property:

• Boiling Point: 387.7±37.0 °C(Predicted)
• PSA: 72.12000
• Density: 1.608±0.06 g/cm3(Predicted)
• LogP: 3.60680
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 362.99676
• Heavy Atom Count: 18
• Complexity: 321

Purity/Quality:

98%min ^*data from raw suppliers

TERT-BUTYL-2-(5-IODO-2-NITROPHENYL)ACETATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)CC1=C(C=CC(=C1)I)[N+](=O)[O-]

Technology Process of Tert-butyl 2-(5-iodo-2-nitrophenyl)acetate

There total 1 articles about Tert-butyl 2-(5-iodo-2-nitrophenyl)acetate 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: 51.0%

p-nitrobenzene iodide (636-98-6) + tert-Butyl chloroacetate (107-59-5) → tert-butyl (5-iodo-2-nitrophenyl)acetate (502481-69-8)

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide; at 0 ℃; for 6h;

DOI:10.1021/jm020239l

Reference yield: 84.0%

dicyanozinc (557-21-1) + tert-butyl (5-iodo-2-nitrophenyl)acetate (502481-69-8) → tert-butyl (5-cyano-2-nitrophenyl)acetate (502481-70-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 80 ℃; for 3h;

DOI:10.1021/jm020239l

Reference yield:

tert-butyl (5-iodo-2-nitrophenyl)acetate (502481-69-8) → tert-butyl (2-amino-5-{[(tert-butoxycarbonyl)amino]methyl}phenyl)acetate (502481-72-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 84 percent / (Ph₃P)4Pd / dimethylformamide / 3 h / 80 °C

2: (MeO)3B; BH₃*THF / tetrahydrofuran / 5 h / 20 °C

3: 5.60 g / tetrahydrofuran / 15 h / 20 °C

4: 100 percent / H₂ / 10 percent Pd/C contd. 50 percent water / ethyl acetate / 20 °C / atmospheric pressure

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; borane-THF; Trimethyl borate; hydrogen; 10 percent Pd/C contd. 50 percent water; In tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm020239l

upstream raw materials:

p-nitrobenzene iodide

tert-Butyl chloroacetate

Downstream raw materials:

tert-butyl (5-cyano-2-nitrophenyl)acetate

tert-butyl (2-amino-5-{[(tert-butoxycarbonyl)amino]methyl}phenyl)acetate

tert-butyl (5-{[(tert-butoxycarbonyl)amino]methyl}-2-nitrophenyl)acetate

methyl (3S)-3-(2-{[4-{[(tert-butoxycarbonyl)amino]methyl}-2-(2-tert-butoxy-2-oxoethyl)phenyl]amino}-2-oxoethyl)-7-chloro-1,3,4,5-tetrahydrobenz[cd]indole-2-carboxylate

Refernces