Tert-butyl 4-(7-(benzyloxy)-6-methoxyquinazolin-4-yl)piperazine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 4-(7-(benzyloxy)-6-methoxyquinazolin-4-yl)piperazine-1-carboxylate
• CAS No.: 205259-42-3
• Molecular Formula: C₂₅H₃₀N₄O₄
• Molecular Weight: 450.538
• DSSTox Substance ID: DTXSID501123652
• Mol file: 205259-42-3.mol

Synonyms:205259-42-3;tert-butyl 4-(7-(benzyloxy)-6-methoxyquinazolin-4-yl)piperazine-1-carboxylate;1-Piperazinecarboxylic acid, 4-[6-methoxy-7-(phenylmethoxy)-4-quinazolinyl]-, 1,1-dimethylethyl ester;SCHEMBL2918088;YRCIAPNTKLLWEM-UHFFFAOYSA-N;DTXSID501123652;F81127;1,1-Dimethylethyl 4-[6-methoxy-7-(phenylmethoxy)-4-quinazolinyl]-1-piperazinecarboxylate;4-(7-benzyloxy-6-methoxy-4-quinazolinyl)-1-piperazinecarboxylic acid tert-butyl ester;tert-butyl 4-(6-methoxy-7-phenylmethoxyquinazolin-4-yl)piperazine-1-carboxylate;tert-butyl4-(7-(benzyloxy)-6-methoxyquinazolin-4-yl)piperazine-1-carboxylate

Chemical Property of Tert-butyl 4-(7-(benzyloxy)-6-methoxyquinazolin-4-yl)piperazine-1-carboxylate

Chemical Property:

• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 7
• Exact Mass: 450.22670545
• Heavy Atom Count: 33
• Complexity: 628

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCN(CC1)C2=NC=NC3=CC(=C(C=C32)OC)OCC4=CC=CC=C4

Technology Process of Tert-butyl 4-(7-(benzyloxy)-6-methoxyquinazolin-4-yl)piperazine-1-carboxylate

There total 7 articles about Tert-butyl 4-(7-(benzyloxy)-6-methoxyquinazolin-4-yl)piperazine-1-carboxylate 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: 93.0%

7-benzyloxy-4-chloro-6-methoxyquinazoline (162364-72-9) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → 4-(7-benzyloxy-6-methoxy-4-quinazolinyl)-1-piperazinecarboxylic acid tert-butyl ester (205259-42-3)

Guidance literature:

With triethylamine; In tetrahydrofuran; chloroform; at 20 ℃;

DOI:10.1021/jm020505v

Reference yield:

4-benzyloxy-3-methoxybenzoic acid benzyl ester (91203-74-6) → 4-(7-benzyloxy-6-methoxy-4-quinazolinyl)-1-piperazinecarboxylic acid tert-butyl ester (205259-42-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 100 percent / HNO₃; Ac₂O / 3 h / 20 °C

2: 97 percent / Fe; FeCl₃ / acetic acid; H₂O; ethanol / 4 h / 20 °C

3: 87 percent / 5 h / 190 °C

4: 92 percent / POCl₃ / 3 h / Heating

5: 93 percent / Et₃N / tetrahydrofuran; CHCl₃ / 20 °C

With nitric acid; acetic anhydride; iron(III) chloride; iron; triethylamine; trichlorophosphate; In tetrahydrofuran; ethanol; chloroform; water; acetic acid;

DOI:10.1021/jm020505v

Reference yield:

3-methoxy-4-hydroxybenzoic acid (121-34-6) → 4-(7-benzyloxy-6-methoxy-4-quinazolinyl)-1-piperazinecarboxylic acid tert-butyl ester (205259-42-3)

Guidance literature:

Multi-step reaction with 6 steps

1: K₂CO₃ / dimethylformamide / 20 °C

2: 100 percent / HNO₃; Ac₂O / 3 h / 20 °C

3: 97 percent / Fe; FeCl₃ / acetic acid; H₂O; ethanol / 4 h / 20 °C

4: 87 percent / 5 h / 190 °C

5: 92 percent / POCl₃ / 3 h / Heating

6: 93 percent / Et₃N / tetrahydrofuran; CHCl₃ / 20 °C

With nitric acid; acetic anhydride; iron(III) chloride; iron; potassium carbonate; triethylamine; trichlorophosphate; In tetrahydrofuran; ethanol; chloroform; water; acetic acid; N,N-dimethyl-formamide;

DOI:10.1021/jm020505v

upstream raw materials:

7-benzyloxy-4-chloro-6-methoxyquinazoline

1-t-Butoxycarbonylpiperazine

4-benzyloxy-3-methoxybenzoic acid benzyl ester

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one