tert-Butyl (2-(1,3-dioxoisoindolin-2-yl)ethyl)carbamate

Base Information

• Chemical Name: tert-Butyl (2-(1,3-dioxoisoindolin-2-yl)ethyl)carbamate
• CAS No.: 77361-32-1
• Molecular Formula: C15H18 N2 O4
• Molecular Weight: 290.319
• Hs Code.: 2925190090
• DSSTox Substance ID: DTXSID60467372
• Nikkaji Number: J1.897.407J
• Wikidata: Q82294306
• Mol file: 77361-32-1.mol

Synonyms:77361-32-1;tert-Butyl (2-(1,3-dioxoisoindolin-2-yl)ethyl)carbamate;Tert-butyl N-[2-(1,3-dioxoisoindol-2-yl)ethyl]carbamate;N-1-Boc-2-(1',3'-Dihydro-1',3'-dioxo-2'h-isoindol-2'-yl)ethylamine;MFCD08059580;N-(N'-Boc-2-ethylamine)phthalimide;N-(2-tert-butoxycarbonylaminoethyl)phthalimide;2-[2-(Boc-amino)ethyl]isoindoline-1,3-dione;tert-butyl N-[2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)ethyl]carbamate;SCHEMBL7006722;DTXSID60467372;ZBUIOQQRBIZZOM-UHFFFAOYSA-N;AKOS016014444;AT29499;SB64739;[2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-ethyl]-carbamic acid tert-butyl ester;N-1-BOC-2-(1',3'-DIHYDRO-1',3'-DIOXO-2'H-ISOINDOL-2'-YL) ETHYLAMINE;SY153620;CS-0168739;FT-0663506;EN300-137511;doi:10.14272/ZBUIOQQRBIZZOM-UHFFFAOYSA-N.1;J-523390;t-Butyl (2-(1,3-dioxoisoindolin-2-yl)ethyl)carbamate;Z1157683367;tert-Butyl [2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl]carbamate

Chemical Property of tert-Butyl (2-(1,3-dioxoisoindolin-2-yl)ethyl)carbamate

Chemical Property:

• PSA: 75.71000
• LogP: 2.13610
• Storage Temp.: 2-8°C
• Solubility.: Methanol
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 290.12665706
• Heavy Atom Count: 21
• Complexity: 417

Purity/Quality:

≥95% ^*data from raw suppliers

N-(N’-Boc-2-ethylamine)phthalimide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCCN1C(=O)C2=CC=CC=C2C1=O
• Uses: Intermediate in the preparation of various antibacterial agents, pharmaceuticals and drug metabolites.

Technology Process of tert-Butyl (2-(1,3-dioxoisoindolin-2-yl)ethyl)carbamate

There total 1 articles about tert-Butyl (2-(1,3-dioxoisoindolin-2-yl)ethyl)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: 84.0%

phthalic anhydride (85-44-9) + N-BOC-1,2-diaminoethane (57260-73-8) → N-(2-tert-butoxycarbonylaminoethyl)phthalimide (77361-32-1)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 4h;

Reference yield: 64.0%

N-(2-tert-butoxycarbonylaminoethyl)phthalimide (77361-32-1) + methyl iodide (74-88-4) → tert-butyl (2-(1,3-dioxoisoindolin-2-yl)ethyl)(methyl)carbamate (121495-40-7)

Guidance literature:

N-(2-tert-butoxycarbonylaminoethyl)phthalimide; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.5h;

methyl iodide; In tetrahydrofuran; at 0 - 20 ℃; for 12h;

Reference yield:

N-(2-tert-butoxycarbonylaminoethyl)phthalimide (77361-32-1) → tert-butyl 3-(4-methoxyphenyl)piperazine-1-carboxylate (886768-17-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C

1.2: 6 h / 0 - 20 °C

2.1: hydrazine / ethanol / 0.33 h / Reflux

3.1: dichloromethane / 20 °C / Molecular sieve; Inert atmosphere

4.1: 2,6-dimethylpyridine; copper(II) bis(trifluoromethanesulfonate) / dichloromethane / 12 h / 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; copper(II) bis(trifluoromethanesulfonate); sodium hydride; hydrazine; In ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ol500210z

upstream raw materials:

phthalic anhydride

N-BOC-1,2-diaminoethane

Downstream raw materials:

tert-butyl (2-(1,3-dioxoisoindolin-2-yl)ethyl)(methyl)carbamate

tert-butyl 3-(4-(trifluoromethyl)phenyl)piperazine-1-carboxylate

tert-butyl 3-(2-chloro-4-fluorophenyl)piperazine-1-carboxylate

tert-butyl 3-(4-methoxyphenyl)piperazine-1-carboxylate