(2aS,3S,4R,7R,8aS)-4-Methyl-7-nonyl-1,2,2a,3,4,7,8,8a-octahydro-5,6,8b-triaza-acenaphthylene-3,5-dicarboxylic acid 5-benzyl ester

Base Information

• Chemical Name: (2aS,3S,4R,7R,8aS)-4-Methyl-7-nonyl-1,2,2a,3,4,7,8,8a-octahydro-5,6,8b-triaza-acenaphthylene-3,5-dicarboxylic acid 5-benzyl ester
• CAS No.: 874349-21-0
• Molecular Formula: C₂₈H₄₁N₃O₄
• Molecular Weight: 483.651
• Mol file: 874349-21-0.mol

Synonyms:

Chemical Property of (2aS,3S,4R,7R,8aS)-4-Methyl-7-nonyl-1,2,2a,3,4,7,8,8a-octahydro-5,6,8b-triaza-acenaphthylene-3,5-dicarboxylic acid 5-benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2aS,3S,4R,7R,8aS)-4-Methyl-7-nonyl-1,2,2a,3,4,7,8,8a-octahydro-5,6,8b-triaza-acenaphthylene-3,5-dicarboxylic acid 5-benzyl ester

There total 11 articles about (2aS,3S,4R,7R,8aS)-4-Methyl-7-nonyl-1,2,2a,3,4,7,8,8a-octahydro-5,6,8b-triaza-acenaphthylene-3,5-dicarboxylic acid 5-benzyl ester 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:

(2aS,3S,4R,7R,8aS)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-4-methyl-7-nonyl-1,2,2a,3,4,7,8,8a-octahydro-5,6,8b-triaza-acenaphthylene-5-carboxylic acid benzyl ester → (2aS,3S,4R,7R,8aS)-4-Methyl-7-nonyl-1,2,2a,3,4,7,8,8a-octahydro-5,6,8b-triaza-acenaphthylene-3,5-dicarboxylic acid 5-benzyl ester (874349-21-0)

Guidance literature:

With jones' reagent; In acetone; at 0 ℃;

DOI:10.1016/S0040-4039(02)01371-0

Reference yield:

((2S,3S,3aS)-2-Methyl-hexahydro-pyrrolo[1,2-b]isoxazol-3-yl)-methanol → (2aS,3S,4R,7R,8aS)-4-Methyl-7-nonyl-1,2,2a,3,4,7,8,8a-octahydro-5,6,8b-triaza-acenaphthylene-3,5-dicarboxylic acid 5-benzyl ester (874349-21-0)

Guidance literature:

Multi-step reaction with 10 steps

1: imidazole / CH₂Cl₂ / 20 °C

2: mCPBA / CH₂Cl₂ / 0 °C

3: toluene / 110 °C

4: pyridine / 20 °C

5: H₂ / Pd/C / ethanol / 20 °C

6: 52 percent / HgCl₂; Et₃N / dimethylformamide / 0 - 20 °C

7: 58 percent / DEAD; PPh₃ / tetrahydrofuran / 20 °C

8: 80 percent / NaH / tetrahydrofuran; methanol / 20 °C

9: 82 percent / MsCl; Et₃N / CH₂Cl₂ / 0 °C

10: Jones' reagent / acetone / 0 °C

With pyridine; 1H-imidazole; jones' reagent; hydrogen; sodium hydride; methanesulfonyl chloride; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; mercury dichloride; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone; toluene; 7: Mitsunobu reaction;

DOI:10.1016/S0040-4039(02)01371-0

Reference yield:

(2S,3R,3aS)-2-Methyl-hexahydro-pyrrolo[1,2-b]isoxazole-3-carboxylic acid methyl ester → (2aS,3S,4R,7R,8aS)-4-Methyl-7-nonyl-1,2,2a,3,4,7,8,8a-octahydro-5,6,8b-triaza-acenaphthylene-3,5-dicarboxylic acid 5-benzyl ester (874349-21-0)

Guidance literature:

Multi-step reaction with 11 steps

1: LiAlH₄ / diethyl ether / 0 °C

2: imidazole / CH₂Cl₂ / 20 °C

3: mCPBA / CH₂Cl₂ / 0 °C

4: toluene / 110 °C

5: pyridine / 20 °C

6: H₂ / Pd/C / ethanol / 20 °C

7: 52 percent / HgCl₂; Et₃N / dimethylformamide / 0 - 20 °C

8: 58 percent / DEAD; PPh₃ / tetrahydrofuran / 20 °C

9: 80 percent / NaH / tetrahydrofuran; methanol / 20 °C

10: 82 percent / MsCl; Et₃N / CH₂Cl₂ / 0 °C

11: Jones' reagent / acetone / 0 °C

With pyridine; 1H-imidazole; lithium aluminium tetrahydride; jones' reagent; hydrogen; sodium hydride; methanesulfonyl chloride; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; mercury dichloride; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone; toluene; 8: Mitsunobu reaction;

DOI:10.1016/S0040-4039(02)01371-0