(11R,12aS,12bS)-10-Benzyl-11-chloro-12a-ethyl-4-oxo-2,3,4,10,11,12,12a,12b-octahydro-1H-3a,10-diaza-indeno[1,7-ma]fluorene-11-carboxylic acid methyl ester

Base Information

• Chemical Name: (11R,12aS,12bS)-10-Benzyl-11-chloro-12a-ethyl-4-oxo-2,3,4,10,11,12,12a,12b-octahydro-1H-3a,10-diaza-indeno[1,7-ma]fluorene-11-carboxylic acid methyl ester
• CAS No.: 132585-82-1
• Molecular Formula: C₂₈H₂₉ClN₂O₃
• Molecular Weight: 477.003
• Mol file: 132585-82-1.mol

Synonyms:

Chemical Property of (11R,12aS,12bS)-10-Benzyl-11-chloro-12a-ethyl-4-oxo-2,3,4,10,11,12,12a,12b-octahydro-1H-3a,10-diaza-indeno[1,7-ma]fluorene-11-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (11R,12aS,12bS)-10-Benzyl-11-chloro-12a-ethyl-4-oxo-2,3,4,10,11,12,12a,12b-octahydro-1H-3a,10-diaza-indeno[1,7-ma]fluorene-11-carboxylic acid methyl ester

There total 4 articles about (11R,12aS,12bS)-10-Benzyl-11-chloro-12a-ethyl-4-oxo-2,3,4,10,11,12,12a,12b-octahydro-1H-3a,10-diaza-indeno[1,7-ma]fluorene-11-carboxylic acid methyl 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: 55.0%

benzyl bromide (100-39-0) + (11R,12aS)-11-Chloro-4-cyano-12a-ethyl-2,3,11,12,12a,12b-hexahydro-1H-3a,10-diaza-indeno[1,7-ma]fluorene-11-carboxylic acid methyl ester (132585-79-6) → (11R,12aS,12bS)-10-Benzyl-11-chloro-12a-ethyl-4-oxo-2,3,4,10,11,12,12a,12b-octahydro-1H-3a,10-diaza-indeno[1,7-ma]fluorene-11-carboxylic acid methyl ester (132585-82-1)

Guidance literature:

In acetonitrile; for 6h; Heating;

DOI:10.1016/S0040-4020(01)90074-2

Reference yield:

16-chloro-1-dehydrovincadifformine-N4-oxyde → (11R,12aS,12bS)-10-Benzyl-11-chloro-12a-ethyl-4-oxo-2,3,4,10,11,12,12a,12b-octahydro-1H-3a,10-diaza-indeno[1,7-ma]fluorene-11-carboxylic acid methyl ester (132585-82-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 69 percent / (CF₃CO)2O / CH₂Cl₂ / 0.25 h / Ambient temperature

2: m-chloroperbenzoic acid / CH₂Cl₂ / 15 h / Ambient temperature

3: 49 percent / (CF₃CO)2O / CH₂Cl₂ / 1) 0.5h, 0 deg C, 2) 2h, r.t.

4: 55 percent / acetonitrile / 6 h / Heating

With 3-chloro-benzenecarboperoxoic acid; trifluoroacetic anhydride; In dichloromethane; acetonitrile;

DOI:10.1016/S0040-4020(01)90074-2

Reference yield:

(3aS,5R,10bR,12R,12bS)-5-Chloro-12-cyano-3a-ethyl-2,3,3a,4,5,11,12,12b-octahydro-1H-6,12a-diaza-indeno[7,1-cd]fluorene-5-carboxylic acid methyl ester (132585-77-4) → (11R,12aS,12bS)-10-Benzyl-11-chloro-12a-ethyl-4-oxo-2,3,4,10,11,12,12a,12b-octahydro-1H-3a,10-diaza-indeno[1,7-ma]fluorene-11-carboxylic acid methyl ester (132585-82-1)

Guidance literature:

Multi-step reaction with 3 steps

1: m-chloroperbenzoic acid / CH₂Cl₂ / 15 h / Ambient temperature

2: 49 percent / (CF₃CO)2O / CH₂Cl₂ / 1) 0.5h, 0 deg C, 2) 2h, r.t.

3: 55 percent / acetonitrile / 6 h / Heating

With 3-chloro-benzenecarboperoxoic acid; trifluoroacetic anhydride; In dichloromethane; acetonitrile;

DOI:10.1016/S0040-4020(01)90074-2

upstream raw materials:

benzyl bromide

(11R,12aS)-11-Chloro-4-cyano-12a-ethyl-2,3,11,12,12a,12b-hexahydro-1H-3a,10-diaza-indeno[1,7-ma]fluorene-11-carboxylic acid methyl ester

(3aS,5R,10bR,12R,12bS)-5-Chloro-12-cyano-3a-ethyl-2,3,3a,4,5,11,12,12b-octahydro-1H-6,12a-diaza-indeno[7,1-cd]fluorene-5-carboxylic acid methyl ester

16-chloro-1-dehydro-vincadifformine