tert-Butyl 3a-benzyl-2-methyl-3-oxo-3a,4,6,7-tetrahydro-2H-pyrazolo[4,3-c]pyridine-5(3H)-carboxylate

Base Information

• Chemical Name: tert-Butyl 3a-benzyl-2-methyl-3-oxo-3a,4,6,7-tetrahydro-2H-pyrazolo[4,3-c]pyridine-5(3H)-carboxylate
• CAS No.: 193274-02-1
• Molecular Formula: C19H25N3O3
• Molecular Weight: 343.426
• DSSTox Substance ID: DTXSID101106945
• Nikkaji Number: J1.814.993A
• Mol file: 193274-02-1.mol

Synonyms:193274-02-1;tert-Butyl 3a-benzyl-2-methyl-3-oxo-3a,4,6,7-tetrahydro-2H-pyrazolo[4,3-c]pyridine-5(3H)-carboxylate;tert-butyl 3a-benzyl-2-methyl-3-oxo-6,7-dihydro-4H-pyrazolo[4,3-c]pyridine-5-carboxylate;SCHEMBL5251779;LJEFSCMTXQOJJQ-UHFFFAOYSA-N;DTXSID101106945;AMY14330;MFCD29921677;3a-(r,s)-benzyl-2-methyl-3-oxo-2,3,3a,4,6,7-hexahydro-pyrazolo[4,3-c]-pyridine-5-carboxylic acid tert-butyl ester;BS-16221;CS-0161162;F51811;1,1-Dimethylethyl 2,3,3a,4,6,7-hexahydro-2-methyl-3-oxo-3a-(phenylmethyl)-5H-pyrazolo[4,3-c]pyridine-5-carboxylate;2,3,3a,4,6,7-hexahydro-2-methyl-3-oxo-3a-(phenylmethyl)-5H-pyrazolo[4,3-c]pyridine-5-carboxylic acid 1,1-dimethylethyl ester;2-Methyl-3-oxo-3a-benzyl-3,3a,4,5,6,7-hexahydro-2H-pyrazolo[4,3-c]pyridine-5-carboxylic acid tert-butyl ester;tert-Butyl3a-benzyl-2-methyl-3-oxo-3a,4,6,7-tetrahydro-2H-pyrazolo[4,3-c]pyridine-5(3H)-carboxylate

Chemical Property of tert-Butyl 3a-benzyl-2-methyl-3-oxo-3a,4,6,7-tetrahydro-2H-pyrazolo[4,3-c]pyridine-5(3H)-carboxylate

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 343.18959167
• Heavy Atom Count: 25
• Complexity: 575

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCC2=NN(C(=O)C2(C1)CC3=CC=CC=C3)C

Technology Process of tert-Butyl 3a-benzyl-2-methyl-3-oxo-3a,4,6,7-tetrahydro-2H-pyrazolo[4,3-c]pyridine-5(3H)-carboxylate

There total 8 articles about tert-Butyl 3a-benzyl-2-methyl-3-oxo-3a,4,6,7-tetrahydro-2H-pyrazolo[4,3-c]pyridine-5(3H)-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: 66.0%

methylhydrazine (60-34-4) + 3-(R,S)-Benzyl-4-oxo-piperidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester (193274-00-9) → 2,3a,4,5,6,7-hexahydro-2-methyl-3-oxo-3a-(phenylmethyl)-5H-pyrazolo[4,3-c]pyridine-5-carboxylic acid 1,1-dimethylethyl ester (193274-02-1)

Guidance literature:

methylhydrazine; 3-(R,S)-Benzyl-4-oxo-piperidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester; In ethanol; for 8h; Heating;

In toluene; for 17h; Heating;

DOI:10.1016/S0968-0896(02)00433-9

Reference yield:

3-(R,S)-benzyl-4-oxo-piperidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester (193274-00-9) → 3a-(R,S)-benzyl-2-methyl-3-oxo-2,3,3a,4,6,7-hexahydro-pyrazolo[4,3-c]-pyridine-5-carboxylic acid tert-butyl ester (193274-02-1)

Guidance literature:

With methylhydrazine; In ethanol; for 8h; Heating / reflux;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 2,3a,4,5,6,7-hexahydro-2-methyl-3-oxo-3a-(phenylmethyl)-5H-pyrazolo[4,3-c]pyridine-5-carboxylic acid 1,1-dimethylethyl ester (193274-02-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 99 percent / 4,4-dimethylaminopyridine / CH₂Cl₂ / 0 - 20 °C

2.1: NaH / dimethylformamide / 0.25 h / 20 °C

2.2: 89 percent / dimethylformamide / 42 h / 20 °C

3.1: ethanol / 8 h / Heating

3.2: 66 percent / toluene / 17 h / Heating

With dmap; sodium hydride; In ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0968-0896(02)00433-9

upstream raw materials:

methylhydrazine

3-(R,S)-Benzyl-4-oxo-piperidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester

di-tert-butyl dicarbonate

methyl 4-oxonipecotate

Downstream raw materials:

{1-[2-(3a-(S)-benzyl-2-methyl-3-oxo-2,3,3a,4,6,7-hexahydro-pyrazolo[4,3-c]pyridin-5-yl)-1-(R)-benzyloxymethyl-2-oxo-ethylcarbamoyl]-1-methyl-ethyl}carbamic acid tert-butyl ester

{1-[2-(3a-(R)-benzyl-2-methyl-3-oxo-2,3,3a,4,6,7-hexahydro-pyrazolo[4,3-c]pyridin-5-yl)-1-(R)-benzyloxymethyl-2-oxo-ethylcarbamoyl]-1-methyl-ethyl}carbamic acid tert-butyl ester

(R)-3a-benzyl-2-methyl-4,5,6,7-tetrahydro-2H-pyrazolo[4,3-c]pyridin-3(3aH)-one (2R,3R)-2,3-dihydroxysuccinate

capromorelin