acide N-tosyl-1-azaspiro<4,5>decane-2-carboxylique

Base Information

• Chemical Name: acide N-tosyl-1-azaspiro<4,5>decane-2-carboxylique
• CAS No.: 134786-32-6
• Molecular Formula: C₁₇H₂₃NO₄S
• Molecular Weight: 337.44
• Mol file: 134786-32-6.mol

Synonyms:acide N-tosyl-1-azaspiro<4,5>decane-2-carboxylique

Chemical Property of acide N-tosyl-1-azaspiro<4,5>decane-2-carboxylique

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of acide N-tosyl-1-azaspiro<4,5>decane-2-carboxylique

There total 8 articles about acide N-tosyl-1-azaspiro<4,5>decane-2-carboxylique 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: 59.0%

N-tosyl-1-azaspiro<4,5>decane-2-methanol (134786-27-9) → acide N-tosyl-1-azaspiro<4,5>decane-2-carboxylique (134786-32-6)

Guidance literature:

With chromium(VI) oxide; sulfuric acid; water; In acetone; a) -5 deg C, 3 h, b) room temperature, 5 h;

DOI:10.1016/S0040-4020(01)96036-3

Reference yield:

methyl cyclohexylcarboxylate (4630-82-4) → acide N-tosyl-1-azaspiro<4,5>decane-2-carboxylique (134786-32-6)

Guidance literature:

Multi-step reaction with 8 steps

1: iPr₂NLi / tetrahydrofuran / -78 °C

2: 15percent ethanolic KOH / Heating

3: 1) triethylamine, diphenyl azidophosphate, 2) a) dibutyltin diacetate, b) aq. NaOH / 1) benzene, reflux, 3 h, 2) a) reflux, 48 h, b) ethanol, reflux, 0.5 h

4: 63 percent / KOH / H₂O; ethane-1,2-diol / 18 h / 140 °C

5: 75 percent / 25percent aq. NaOH / dimethylformamide; H₂O / 1 h / pH 12

6: 1) m-chloroperbenzoic acid, 2) potassium carbonate / 1) chloroform, room temperature, 2) 0 deg C, 2 h

7: 86 percent / 5percent aq. NaOH / 0.08 h / Heating

8: 59 percent / CrO₃, H₂SO₄, H₂O / acetone / a) -5 deg C, 3 h, b) room temperature, 5 h

With chromium(VI) oxide; potassium hydroxide; sodium hydroxide; dibutyltin diacetate; sulfuric acid; diphenyl phosphoryl azide; water; potassium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; In tetrahydrofuran; water; ethylene glycol; N,N-dimethyl-formamide; acetone;

DOI:10.1016/S0040-4020(01)96036-3

Reference yield:

1-(but-3-enyl)cyclohexylamine (134786-07-5) → acide N-tosyl-1-azaspiro<4,5>decane-2-carboxylique (134786-32-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 75 percent / 25percent aq. NaOH / dimethylformamide; H₂O / 1 h / pH 12

2: 1) m-chloroperbenzoic acid, 2) potassium carbonate / 1) chloroform, room temperature, 2) 0 deg C, 2 h

3: 86 percent / 5percent aq. NaOH / 0.08 h / Heating

4: 59 percent / CrO₃, H₂SO₄, H₂O / acetone / a) -5 deg C, 3 h, b) room temperature, 5 h

With chromium(VI) oxide; sodium hydroxide; sulfuric acid; water; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In water; N,N-dimethyl-formamide; acetone;

DOI:10.1016/S0040-4020(01)96036-3

upstream raw materials:

N-tosyl-1-azaspiro<4,5>decane-2-methanol

methyl cyclohexylcarboxylate

1-(but-3-enyl)cyclohexylamine

acide 1-(but-3-enyl)cyclohexanecarboxylique