1-Tert-butoxycarbonyl-1,2-dihydro-2,2-dimethylquinoline

Base Information

• Chemical Name: 1-Tert-butoxycarbonyl-1,2-dihydro-2,2-dimethylquinoline
• CAS No.: 179898-89-6
• Molecular Formula: C₁₆H₂₁NO₂
• Molecular Weight: 259.348
• DSSTox Substance ID: DTXSID20444806
• Wikidata: Q82263079
• Mol file: 179898-89-6.mol

Synonyms:179898-89-6;1-tert-butoxycarbonyl-1,2-dihydro-2,2-dimethylquinoline;Tert-butyl 2,2-dimethylquinoline-1-carboxylate;tert-butyl 2,2-dimethyl-1,2-dihydroquinoline-1-carboxylate;SCHEMBL6650546;DTXSID20444806;TERT-BUTYL 2,2-DIMETHYLQUINOLINE-1(2H)-CARBOXYLATE;NEBHPNNWUHTYAH-UHFFFAOYSA-N;EN300-219851;tert-butyl2,2-dimethyl-1,2-dihydroquinoline-1-carboxylate;TERT-BUTYL2,2-DIMETHYLQUINOLINE-1(2H)-CARBOXYLATE;1(2H)-Quinolinecarboxylic acid, 2,2-dimethyl-, 1,1-dimethylethyl ester

Chemical Property of 1-Tert-butoxycarbonyl-1,2-dihydro-2,2-dimethylquinoline

Chemical Property:

• PSA: 29.54000
• LogP: 4.29850
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 259.157228913
• Heavy Atom Count: 19
• Complexity: 379

Purity/Quality:

TERT-BUTYL-2,2-DIMETHYLQUINOLINE-1(2H)-CARBOXYLATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C=CC2=CC=CC=C2N1C(=O)OC(C)(C)C)C

Technology Process of 1-Tert-butoxycarbonyl-1,2-dihydro-2,2-dimethylquinoline

There total 3 articles about 1-Tert-butoxycarbonyl-1,2-dihydro-2,2-dimethylquinoline 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:

di-tert-butyl dicarbonate (24424-99-5) → 1-tert-butoxycarbonyl-1,2-dihydro-2,2-dimethylquinoline (179898-89-6)

Guidance literature:

With dmap; In tetrahydrofuran; quinoline;

Reference yield:

3-methyl-3-phenylamino-1-butyne (7471-09-2) → 1-tert-butoxycarbonyl-1,2-dihydro-2,2-dimethylquinoline (179898-89-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / CuCl / tetrahydrofuran / 14 h / Heating

2: 1.) n-butyllithium / 1.) Et₂O, hexane, -65 deg C, 10 min, 2.) Et₂O, hexane, RT, 2 h

With n-butyllithium; copper(l) chloride; In tetrahydrofuran;

DOI:10.1021/jm970699s

Reference yield:

2,2-dimethyl-1,2-dihydroquinoline (14465-61-3) + di-tert-butyl dicarbonate (24424-99-5) → 1-tert-butoxycarbonyl-1,2-dihydro-2,2-dimethylquinoline (179898-89-6)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction; 1.) Et₂O, hexane, -65 deg C, 10 min, 2.) Et₂O, hexane, RT, 2 h;

DOI:10.1021/jm970699s

upstream raw materials:

2,2-dimethyl-1,2-dihydroquinoline

di-tert-butyl dicarbonate

3-methyl-3-phenylamino-1-butyne

Downstream raw materials:

1-tert-butoxycarbonyl-1,2,3,4-tetrahydro-2,2-dimethyl-4-quinolinone

(R/S)-3-ethyl-1,2,3,4-tetrahydro-2,2-dimethylquinoline

1,2,3,4-tetrahydro-2,2,3-trimethylquinoline