Tert-butyl 4-[4-(hydroxymethyl)-1,3-thiazol-2-yl]piperidine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 4-[4-(hydroxymethyl)-1,3-thiazol-2-yl]piperidine-1-carboxylate
• CAS No.: 864068-79-1
• Molecular Formula: C14H22 N2 O3 S
• Molecular Weight: 298.4
• European Community (EC) Number: 800-771-0
• DSSTox Substance ID: DTXSID10428175
• Wikidata: Q72503376
• Mol file: 864068-79-1.mol

Synonyms:864068-79-1;tert-butyl 4-[4-(hydroxymethyl)-1,3-thiazol-2-yl]piperidine-1-carboxylate;tert-Butyl 4-(4-(hydroxymethyl)thiazol-2-yl)piperidine-1-carboxylate;4-(4-Hydroxymethyl-thiazol-2-yl)-piperidine-1-carboxylic acid tert-butyl ester;SCHEMBL3144261;DTXSID10428175;RDZWXODJIWMJPE-UHFFFAOYSA-N;MFCD07368657;SB39138;MS-22256;CS-0326225;FT-0718205;J-524669;tert-Butyl4-(4-(hydroxymethyl)thiazol-2-yl)piperidine-1-carboxylate;1-(1,1-dimethylethyl) 4-(4-hydroxymethyl-2-thiazolyl)-1-piperidine-carboxylate;1-(1,1-dimethylethyl) 4-(4-hydroxymethyl-2-thiazolyl)-1-piperidinecarboxylate;1-(1,1-dimethylethyl) 4-[4-(hydroxymethyl)-2-thiazolyl]-1-piperidinecarboxylate;4-(4-(hydroxymethyl)thiazol-2-yl)-piperidine-1-carboxylic acid tert-butyl ester

Chemical Property of Tert-butyl 4-[4-(hydroxymethyl)-1,3-thiazol-2-yl]piperidine-1-carboxylate

Chemical Property:

• Vapor Pressure: 1.69E-08mmHg at 25°C
• Melting Point: 97-101℃
• Refractive Index: 1.555
• Boiling Point: 439.5°C at 760 mmHg
• Flash Point: 219.6°C
• PSA: 90.90000
• Density: 1.215g/cm³
• LogP: 2.68780
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 298.13511374
• Heavy Atom Count: 20
• Complexity: 338

Purity/Quality:

97% ^*data from raw suppliers

4-(4-Hydroxymethyl-thiazol-2-yl)-piperidine-1-carboxylicacidtert-butylester 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• 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)CO

Technology Process of Tert-butyl 4-[4-(hydroxymethyl)-1,3-thiazol-2-yl]piperidine-1-carboxylate

There total 5 articles about Tert-butyl 4-[4-(hydroxymethyl)-1,3-thiazol-2-yl]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: 80.0%

ethyl 2-(1-(tert-butoxy carbonyl )piperidin-4-yl)thiazole-4-carboxylate (365413-31-6) → tert- butyl 4-(4-(hydroxymethyl)thiazol-2-yl)piperidine-1-carboxylate (864068-79-1)

Guidance literature:

With methanol; sodium tetrahydroborate; In tetrahydrofuran; at 60 ℃;

Reference yield:

ethyl 2-(1-(tert-butoxycarbonyl)-1,2,3,6-tetrahydropyridin-4-yl)thiazole-4-carboxylate (922516-53-8) → tert- butyl 4-(4-(hydroxymethyl)thiazol-2-yl)piperidine-1-carboxylate (864068-79-1)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium 10% on activated carbon; hydrogen / ethanol / 12 h / 65 °C / 52505.3 Torr

2: sodium tetrahydroborate; methanol / tetrahydrofuran / 60 °C

With methanol; sodium tetrahydroborate; palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; ethanol;

Reference yield:

tert-butyl 4-carbamothioylpiperidine-1-carboxylate (214834-18-1) → tert- butyl 4-(4-(hydroxymethyl)thiazol-2-yl)piperidine-1-carboxylate (864068-79-1)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanol / 0 - 20 °C

2: methanol; lithium borohydride / tetrahydrofuran / 16 h / 20 °C

With methanol; lithium borohydride; In tetrahydrofuran; ethanol;

upstream raw materials:

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

tert-butyl 4-carbamothioylpiperidine-1-carboxylate

ethyl 2-(1-(tert-butoxycarbonyl)-1,2,3,6-tetrahydropyridin-4-yl)thiazole-4-carboxylate

tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-1(2H)-pyridinecarboxylate

Downstream raw materials:

1,1-dimethylethyl 4-[4-(chloromethyl)-1,3-thiazol-2-yl]piperidine-1-carboxylate

tert-butyl 4-[4-({[5-phenyl-4,5-dihydro-1,2-oxazol-3-yl]sulphanyl}methyl)-1,3-thiazol-2-yl]piperidine-1-carboxylate

2-[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]-1-{4-[4-({[5-phenyl-4,5-dihydro-1,2-oxazol-3-yl]sulphanyl}methyl)-1,3-thiazol-2-yl]piperidin-1-yl}ethanone

4-[4-({[5-phenyl-4,5-dihydro-1,2-oxazol-3-yl]sulphanyl}methyl)-1,3-thiazol-2-yl]piperidinium chloride