benzyl (S)-4-(4-amino-6,7-dimethoxyquinazolin-2-yl)-2-(tert-butylcarbamoyl)piperazine-1-carboxylate

Base Information

• Chemical Name: benzyl (S)-4-(4-amino-6,7-dimethoxyquinazolin-2-yl)-2-(tert-butylcarbamoyl)piperazine-1-carboxylate
• CAS No.: 189349-50-6
• Molecular Formula: C27H34N6O5
• Molecular Weight: 522.604
• UNII: CR7JLF2GBM
• DSSTox Substance ID: DTXSID901028767
• Nikkaji Number: J952.436C
• Wikidata: Q6456085
• Pharos Ligand ID: DWN2U86LDKMH
• ChEMBL ID: CHEMBL19476
• Mol file: 189349-50-6.mol

Synonyms:4-amino-2-(4-(1-benzyloxycarbonyl)-2(S)-((1,1-dimethylethyl)amino)carbonyl-piperazinyl)-6,7-dimethoxyquinazoline;L 765314;L-765314

Chemical Property of benzyl (S)-4-(4-amino-6,7-dimethoxyquinazolin-2-yl)-2-(tert-butylcarbamoyl)piperazine-1-carboxylate

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 8
• Exact Mass: 522.25906821
• Heavy Atom Count: 38
• Complexity: 803

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)NC(=O)C1CN(CCN1C(=O)OCC2=CC=CC=C2)C3=NC4=CC(=C(C=C4C(=N3)N)OC)OC
• Isomeric SMILES: CC(C)(C)NC(=O)[C@@H]1CN(CCN1C(=O)OCC2=CC=CC=C2)C3=NC4=CC(=C(C=C4C(=N3)N)OC)OC

Technology Process of benzyl (S)-4-(4-amino-6,7-dimethoxyquinazolin-2-yl)-2-(tert-butylcarbamoyl)piperazine-1-carboxylate

There total 4 articles about benzyl (S)-4-(4-amino-6,7-dimethoxyquinazolin-2-yl)-2-(tert-butylcarbamoyl)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%

2-chloro-6,7-dimethoxyquinazolin-4-amine (23680-84-4) + (S)-4-[(benzyloxy)carbonyl]-3-(1,1-dimethylethylamino) carbonyl piperazine (189349-69-7) → L-765314 (189349-50-6)

Guidance literature:

DOI:10.1021/jm980053f

Reference yield:

2(S)-(tert-butylcarboxamido)piperazine (166941-47-5,121885-09-4,166941-51-1) → L-765314 (189349-50-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 98 percent

2: 92 percent

3: 99 percent / HCl / ethyl acetate

4: 93 percent

With hydrogenchloride; In ethyl acetate;

DOI:10.1021/jm980053f

Reference yield:

t-butyl (S)-3-(tert-butylcarbamoyl)-piperazine-1-carboxylate (150323-35-6,171866-36-7,128019-61-4) → L-765314 (189349-50-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent

2: 99 percent / HCl / ethyl acetate

3: 93 percent

With hydrogenchloride; In ethyl acetate;

DOI:10.1021/jm980053f

upstream raw materials:

2-chloro-6,7-dimethoxyquinazolin-4-amine

(S)-4-[(benzyloxy)carbonyl]-3-(1,1-dimethylethylamino) carbonyl piperazine

2(S)-(tert-butylcarboxamido)piperazine

t-butyl (S)-3-(tert-butylcarbamoyl)-piperazine-1-carboxylate