2-(1-(tert-Butoxycarbonyl)piperidin-4-yl)thiazole-4-carboxylic acid

Base Information

• Chemical Name: 2-(1-(tert-Butoxycarbonyl)piperidin-4-yl)thiazole-4-carboxylic acid
• CAS No.: 365413-00-9
• Molecular Formula: C14H20 N2 O4 S
• Molecular Weight: 312.39
• European Community (EC) Number: 823-900-2
• DSSTox Substance ID: DTXSID70383751
• Wikidata: Q72510457
• Mol file: 365413-00-9.mol

Synonyms:365413-00-9;2-(1-(tert-Butoxycarbonyl)piperidin-4-yl)thiazole-4-carboxylic acid;2-[1-(tert-Butoxycarbonyl)-4-Piperidinyl]-1,3-Thiazole-4-Carboxylic Acid;2-[1-[(2-methylpropan-2-yl)oxycarbonyl]piperidin-4-yl]-1,3-thiazole-4-carboxylic acid;2-[1-(tert-butoxycarbonyl)piperidin-4-yl]-1,3-thiazole-4-carboxylic acid;tert-Butyl 4-(4-carboxythiazol-2-yl)piperidine-1-carboxylate;2-{1-[(tert-butoxy)carbonyl]piperidin-4-yl}-1,3-thiazole-4-carboxylic acid;1-(1,1-Dimethylethyl) 4-(4-carboxy-2-thiazolyl)-1-piperidinecarboxylate;1-(1,1-dimethylethyl) 4-[4-carboxy-2-thiazolyl]-1-piperidinecarboxylate;SCHEMBL419123;DTXSID70383751;KIRRXZPLONWSFO-UHFFFAOYSA-N;2-(1-(tert-Butoxycarbonyl)piperidin-4-yl)thiazole-4-carboxylicacid;MFCD06658980;AKOS005073642;SS-2972;BP-13196;CS-0129829;A26878;EN300-343475;A823286;A1-09007;J-507630;Z1505715413;N-BOC-2-(Piperdin-4-yl)-1,3-thiazole-4-carboxylic acid;1-(1,1-dimethyl ethyl) 4-(4-carboxy-2-thiazolyl)-1-piperidine-carboxylate;2-[1-(tert-butoxycarbonyl)piperdin-4-yl]-1,3-thiazole-4-carboxylic acid;4-(4-Carboxy-thiazol-2-yl)-piperidine-1-carboxylic acid tert-butyl ester;1-Piperidinecarboxylicacid,4-(4-carboxy-2-thiazolyl)-,1-(1,1-dimethylethyl)ester;2-[1-[(2-methylpropan-2-yl)oxy-oxomethyl]-4-piperidinyl]-4-thiazolecarboxylic acid

Chemical Property of 2-(1-(tert-Butoxycarbonyl)piperidin-4-yl)thiazole-4-carboxylic acid

Chemical Property:

• Melting Point: 162-166℃
• PSA: 107.97000
• LogP: 2.89370
• Storage Temp.: 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 312.11437830
• Heavy Atom Count: 21
• Complexity: 402

Purity/Quality:

98%min ^*data from raw suppliers

2-[1-(tert-Butoxycarbonyl)-4-piperidinyl]-1,3-thiazole-4-carboxylic acid >95% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 22-26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCC(CC1)C2=NC(=CS2)C(=O)O

Technology Process of 2-(1-(tert-Butoxycarbonyl)piperidin-4-yl)thiazole-4-carboxylic acid

There total 9 articles about 2-(1-(tert-Butoxycarbonyl)piperidin-4-yl)thiazole-4-carboxylic acid 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: 95.0%

ethyl 2-(1-(tert-butoxy carbonyl )piperidin-4-yl)thiazole-4-carboxylate (365413-31-6) → 4-(4-carboxy-thiazol-2-yl)-piperidine-1-carboxylic acid tert-butyl ester (365413-00-9)

Guidance literature:

ethyl 2-(1-(tert-butoxy carbonyl )piperidin-4-yl)thiazole-4-carboxylate; With sodium hydroxide; water; In 1,4-dioxane; at 20 ℃; for 2.16667h;

With hydrogenchloride; In 1,4-dioxane;

Reference yield:

tert-butyl 4-carbamothioylpiperidine-1-carboxylate (214834-18-1) → 4-(4-carboxy-thiazol-2-yl)-piperidine-1-carboxylic acid tert-butyl ester (365413-00-9)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium acetate / ethyl acetate / 16 h / 5 °C

2: acetic acid / 1.5 h / 100 °C

3: sodium hydroxide; ethanol / 16 h / 20 °C

With ethanol; sodium acetate; acetic acid; sodium hydroxide; In ethyl acetate;

Reference yield:

N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid (84358-13-4,174286-31-8) → 4-(4-carboxy-thiazol-2-yl)-piperidine-1-carboxylic acid tert-butyl ester (365413-00-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 19.17 h / 0 - 20 °C

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / -50 - 0 °C

2.2: -78 - 20 °C

3.1: triethylamine / toluene / 14 h / Heating / reflux

4.1: manganese(IV) oxide / toluene / 5 h / 70 °C

5.1: sodium hydroxide; water / 1,4-dioxane / 2.17 h / 20 °C

With manganese(IV) oxide; sodium hydroxide; lithium aluminium tetrahydride; water; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide; toluene;

upstream raw materials:

ethyl 2-(1-(tert-butoxy carbonyl )piperidin-4-yl)thiazole-4-carboxylate

tert-butyl 4-carbamothioylpiperidine-1-carboxylate

4-(2-ethoxycarbonyl-2-oxo-ethylsulanylcarbonimidoyl)-piperidine-1-carboxylic acid tert-butyl ester

4-(4-ethoxycarbonyl-4,5-dihydrothiazol-2-yl)-piperidine-1-carboxylic acid tert-butyl ester

Refernces

• 1、 -. "Synthetic method and application of piperidyl thiazole formamide compound". Paragraph 0012; 0015. . Retrieved 2020/06/09.
• 2、 -. "HETEROCYCLIC COMPOUNDS WITH MICROBIOCIDAL PROPERTIES". Page/Page column 96. . Retrieved 2018/11/22.