Tert-butyl 4-[2-methoxy-4-(methoxycarbonyl)phenoxymethyl]piperidine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 4-[2-methoxy-4-(methoxycarbonyl)phenoxymethyl]piperidine-1-carboxylate
• CAS No.: 906565-52-4
• Molecular Formula: C20H29NO6
• Molecular Weight: 379.453
• DSSTox Substance ID: DTXSID10470331
• Wikidata: Q82298400
• Mol file: 906565-52-4.mol

Synonyms:906565-52-4;tert-butyl 4-[2-methoxy-4-(methoxycarbonyl)phenoxymethyl]piperidine-1-carboxylate;tert-Butyl 4-((2-methoxy-4-(methoxycarbonyl)phenoxy)methyl)piperidine-1-carboxylate;tert-butyl 4-[(2-methoxy-4-methoxycarbonylphenoxy)methyl]piperidine-1-carboxylate;tert-Butyl 4-[2-methoxy-4-(methoxycarbonyl)-phenoxymethyl]piperidine-1-carboxylate;tert-butyl 4-{[2-methoxy-4-(methoxycarbonyl)phenoxy]methyl}piperidine-1-carboxylate;SCHEMBL21473562;DTXSID10470331;MFCD18157677;AKOS015991588;NE-0025;J-524570;tert-butyl 4-((4-(Methoxycarbonyl)-2-Methoxyphenoxy)Methyl)piperidine-1-carboxylate;tert-Butyl4-((2-methoxy-4-(methoxycarbonyl)phenoxy)methyl)piperidine-1-carboxylate

Chemical Property of Tert-butyl 4-[2-methoxy-4-(methoxycarbonyl)phenoxymethyl]piperidine-1-carboxylate

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 379.19948764
• Heavy Atom Count: 27
• Complexity: 495

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)OC(=O)N1CCC(CC1)COC2=C(C=C(C=C2)C(=O)OC)OC

Technology Process of Tert-butyl 4-[2-methoxy-4-(methoxycarbonyl)phenoxymethyl]piperidine-1-carboxylate

There total 2 articles about Tert-butyl 4-[2-methoxy-4-(methoxycarbonyl)phenoxymethyl]piperidine-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: 92.0%

4-hydroxy-3-methoxybenzoic acid methyl ester (3943-74-6) + tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate (123855-51-6) → methyl 3-methoxy-4-(1-tert-butyloxycarbonylpiperidin-4-ylmethoxy)benzoate (906565-52-4)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In dichloromethane; toluene; at 20 ℃; for 1h;

DOI:10.1002/jlcr.998

Reference yield: 86.0%

4-hydroxy-3-methoxybenzoic acid methyl ester (3943-74-6) + N-tert-butoxycarbonyl-4-(4-toluenesulphonyloxymethyl)piperidine (166815-96-9) → methyl 3-methoxy-4-(1-tert-butyloxycarbonylpiperidin-4-ylmethoxy)benzoate (906565-52-4)

Guidance literature:

4-hydroxy-3-methoxybenzoic acid methyl ester; N-tert-butoxycarbonyl-4-(4-toluenesulphonyloxymethyl)piperidine; With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 0.25h;

N-tert-butoxycarbonyl-4-(4-toluenesulphonyloxymethyl)piperidine; In N,N-dimethyl-formamide; at 120 ℃; for 5h;

DOI:10.1021/acsmedchemlett.8b00564

Reference yield: 94.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + methyl 3-methoxy-4-(1-tert-butyloxycarbonylpiperidin-4-ylmethoxy)benzoate (906565-52-4) → methyl 3-methoxy-4-(1-methylpiperidin-4-ylmethoxy)benzoate (635678-09-0)

Guidance literature:

methyl 3-methoxy-4-(1-tert-butyloxycarbonylpiperidin-4-ylmethoxy)benzoate; With formic acid; at 20 ℃; for 0.005h;

formaldehyd; at 95 ℃; for 0.6h; Inert atmosphere;

upstream raw materials:

4-hydroxy-3-methoxybenzoic acid methyl ester

N-tert-butoxycarbonyl-4-(4-toluenesulphonyloxymethyl)piperidine

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

Downstream raw materials:

methyl 3-methoxy-4-(1-methylpiperidin-4-ylmethoxy)benzoate

4-chloro-6-methoxy-7-[(1'-methylpiperidin-4'-yl)methoxy]-quinazoline

6-methoxy-7-[(1-methylpiperidin-4-yl)methoxy]-3,4-dihydroxyquinazolin-4-one

methyl 2-amino-5-methoxy-4-(1-methylpiperidin-4-ylmethoxy)benzoate