(5R,11S,14S)-methyl 2,8-dimethoxy-14-phenyl-6,12-dihydro-5,11-ethanodibenzo[b,f][1,5]diazocine-14-carboxylate

Base Information

• Chemical Name: (5R,11S,14S)-methyl 2,8-dimethoxy-14-phenyl-6,12-dihydro-5,11-ethanodibenzo[b,f][1,5]diazocine-14-carboxylate
• CAS No.: 1301262-74-7
• Molecular Formula: C₂₆H₂₆N₂O₄
• Molecular Weight: 430.503
• Mol file: 1301262-74-7.mol

Synonyms:(5R,11S,14S)-methyl 2,8-dimethoxy-14-phenyl-6,12-dihydro-5,11-ethanodibenzo[b,f][1,5]diazocine-14-carboxylate

Chemical Property of (5R,11S,14S)-methyl 2,8-dimethoxy-14-phenyl-6,12-dihydro-5,11-ethanodibenzo[b,f][1,5]diazocine-14-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5R,11S,14S)-methyl 2,8-dimethoxy-14-phenyl-6,12-dihydro-5,11-ethanodibenzo[b,f][1,5]diazocine-14-carboxylate

There total 2 articles about (5R,11S,14S)-methyl 2,8-dimethoxy-14-phenyl-6,12-dihydro-5,11-ethanodibenzo[b,f][1,5]diazocine-14-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: 89.0%

(-)-R,R-2,8-dimethoxy-6,12-dihydro-5,11-methanodibenzo-[b,f ][1,5]diazocine (1042268-67-6,1042268-96-1,847-23-4) + Methyl phenyldiazoacetate (22979-35-7) → (5R,11S,14R)-methyl 2,8-dimethoxy-14-phenyl-6,12-dihydro-5,11-ethanodibenzo[b,f][1,5]diazocine-14-carboxylate + (5R,11S,14S)-methyl 2,8-dimethoxy-14-phenyl-6,12-dihydro-5,11-ethanodibenzo[b,f][1,5]diazocine-14-carboxylate (1301262-74-7)

Guidance literature:

With rhodium(II) acetate dimer; In toluene; at 100 ℃; for 6h; optical yield given as %ee; enantiospecific reaction;

DOI:10.1002/anie.201100134

Reference yield: 85.0%

Methyl phenyldiazoacetate (22979-35-7) + 2,8-dimethoxy-6H,12H-5,11-methanodibenzo[b,f][1,5]diazocine (847-23-4) → (5R,11S,14S)-methyl 2,8-dimethoxy-14-phenyl-6,12-dihydro-5,11-ethanodibenzo[b,f][1,5]diazocine-14-carboxylate (1301262-74-7) + C26H26N2O4

Guidance literature:

With dirhodium(II) tetraacetate; In toluene; at 100 ℃; for 16h; enantioselective reaction; Inert atmosphere;

DOI:10.1002/anie.201500435

Reference yield: 90.0%

(5R,11S,14S)-methyl 2,8-dimethoxy-14-phenyl-6,12-dihydro-5,11-ethanodibenzo[b,f][1,5]diazocine-14-carboxylate (1301262-74-7) → C25H24N2O4

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In nitromethane; water; at 20 ℃; for 2h; Reagent/catalyst; enantioselective reaction; Mechanism;

DOI:10.1002/anie.201500435

upstream raw materials:

(-)-R,R-2,8-dimethoxy-6,12-dihydro-5,11-methanodibenzo-[b,f ][1,5]diazocine

Methyl phenyldiazoacetate

2,8-dimethoxy-6H,12H-5,11-methanodibenzo[b,f][1,5]diazocine