t-Butyl Spiro[4,5-dihydrothieno[2,3-c]pyran-7,4-piperidine]-1-carboxylate

Base Information

• Chemical Name: t-Butyl Spiro[4,5-dihydrothieno[2,3-c]pyran-7,4-piperidine]-1-carboxylate
• CAS No.: 1283095-48-6
• Molecular Formula: C16H25NO3S
• Molecular Weight: 309.43
• Mol file: 1283095-48-6.mol

Synonyms:t-Butyl Spiro[4,5-dihydrothieno[2,3-c]pyran-7,4-piperidine]-1-carboxylate;tert-butyl 4',5'-dihydrospiro[piperidine-4,7'-thieno[2,3-c]pyran]-1-carboxylate;4',5'-Dihydro-spiro[piperidine-4,7'-[7H]thieno[2,3-c]pyran]-1-carboxylic acid 1,1-dimethylethyl ester

Chemical Property of t-Butyl Spiro[4,5-dihydrothieno[2,3-c]pyran-7,4-piperidine]-1-carboxylate

Chemical Property:

• PSA: 67.01000
• LogP: 3.48490
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl4',5'-dihydrospiro[piperidine-4,7'-thieno[2,3-c]pyran]-1-carboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of t-Butyl Spiro[4,5-dihydrothieno[2,3-c]pyran-7,4-piperidine]-1-carboxylate

There total 6 articles about t-Butyl Spiro[4,5-dihydrothieno[2,3-c]pyran-7,4-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: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + 4′,5′-dihydrospiro[piperidine-4,7′-thieno[2,3-c]pyran] (1283095-47-5) → tert-butyl-4′,5′-dihydro-1H-spiro[piperidine-4,7′-thieno[2,3-c]pyran]-1-carboxylate (1283095-48-6)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 5h;

DOI:10.1021/jm101487v

Reference yield:

3-(2-hydroxyethyl)thiophene (13781-67-4) → tert-butyl-4′,5′-dihydro-1H-spiro[piperidine-4,7′-thieno[2,3-c]pyran]-1-carboxylate (1283095-48-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: dichloromethane / 20 °C

1.2: 20.08 h / 14 - 30 °C

2.1: sodium hydroxide; water / dichloromethane / Cooling with ice

3.1: 2-methyltetrahydrofuran / 22 °C

With water; sodium hydroxide; In 2-methyltetrahydrofuran; dichloromethane;

Reference yield:

3-(2-hydroxyethyl)thiophene (13781-67-4) + N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → tert-butyl-4′,5′-dihydro-1H-spiro[piperidine-4,7′-thieno[2,3-c]pyran]-1-carboxylate (1283095-48-6)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃;

DOI:10.1021/acs.jmedchem.0c01918

upstream raw materials:

di-tert-butyl dicarbonate

4′,5′-dihydrospiro[piperidine-4,7′-thieno[2,3-c]pyran]

4',5'-dihydrospiro[piperidine-4,7'-thieno[2,3-c]pyran]-1-ium trifluoroacetate

3-(2-hydroxyethyl)thiophene

Downstream raw materials:

2'-chloro-4',5'-dihydrospiro[piperidine-4,7'-thieno[2,3-c]pyran] hydrochloride

[2-[4-[(2-chloro-4,4-difluoro-spiro[5H-thieno[2,3-c]pyran-7,4'-piperidine]-1'-yl)methyl]-3-methyl-pyrazol-1-yl]-3-pyridyl]methanol

tert-butyl 2′-chloro-4′,5′-dihydrospiro-[piperidine-4,7′-thieno[2,3-c]pyran]-1-carboxylate

tert-butyl 2-[(2-fluorophenyl)methyl]-3-(2-fluorospiro[4,5-dihydrothieno[2,3-c]pyran-7,4'-piperidine]-1'-yl)propanoate

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