(5R,10S)-L-phenylalanyl-3-bromo-10,11-dihydro-5-methyl-5H-dibenzocyclohepten-5,10-imine

Base Information

Chemical Name:(5R,10S)-L-phenylalanyl-3-bromo-10,11-dihydro-5-methyl-5H-dibenzocyclohepten-5,10-imine
CAS No.:125134-85-2
Molecular Formula:C₂₅H₂₃BrN₂O
Molecular Weight:447.374
Hs Code.:

(5R,10S)-L-phenylalanyl-3-bromo-10,11-dihydro-5-methyl-5H-dibenzo<a,d>cyclohepten-5,10-imine

Synonyms:(5R,10S)-L-phenylalanyl-3-bromo-10,11-dihydro-5-methyl-5H-dibenzocyclohepten-5,10-imine

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Chemical Property of (5R,10S)-L-phenylalanyl-3-bromo-10,11-dihydro-5-methyl-5H-dibenzocyclohepten-5,10-imine

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Technology Process of (5R,10S)-L-phenylalanyl-3-bromo-10,11-dihydro-5-methyl-5H-dibenzocyclohepten-5,10-imine

There total 7 articles about (5R,10S)-L-phenylalanyl-3-bromo-10,11-dihydro-5-methyl-5H-dibenzocyclohepten-5,10-imine 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:

: 125049-29-8,125134-18-1
C₃₀H₃₁BrN₂O₃

: 125049-28-7
(5S,10R)-L-phenylalanyl-3-bromo-10,11-dihydro-5-methyl-5H-dibenzocyclohepten-5,10-imine

: 125134-85-2
(5R,10S)-L-phenylalanyl-3-bromo-10,11-dihydro-5-methyl-5H-dibenzocyclohepten-5,10-imine

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1021/jm00164a052

Reference yield:

: 87747-42-0
12-hydroxy-3-bromo-5-methyl-10,11-dihydro-5H-dibenzocyclohepten-5,10-imine

: 125134-85-2
(5R,10S)-L-phenylalanyl-3-bromo-10,11-dihydro-5-methyl-5H-dibenzocyclohepten-5,10-imine

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) Ac₂O, 2.) BH₃*THF / 1.) 2 h, 2.) a) THF, 0 deg C, b) reflux, 3 d

2: 2.9 g / diisopropylethylamine (DIPEA), bis(2-oxo-3-oxazolidinyl)phosphinic chloride (BOP-Cl) / CH₂Cl₂ / 120 h / 0 - 5 °C

3: 0.735 g / trifluoroacetic acid / CH₂Cl₂ / 0.5 h / 0 °C

With borane-THF; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; acetic anhydride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane;
DOI:10.1021/jm00164a052

Reference yield:

: 111305-45-4
3-bromo-10,11-dihydro-5-methyl-5H-dibenzo[a,d]-cyclohepten-5,10-imine

: 125134-85-2
(5R,10S)-L-phenylalanyl-3-bromo-10,11-dihydro-5-methyl-5H-dibenzocyclohepten-5,10-imine

Guidance literature:: Multi-step reaction with 2 steps

1: 2.9 g / diisopropylethylamine (DIPEA), bis(2-oxo-3-oxazolidinyl)phosphinic chloride (BOP-Cl) / CH₂Cl₂ / 120 h / 0 - 5 °C

2: 0.735 g / trifluoroacetic acid / CH₂Cl₂ / 0.5 h / 0 °C

With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane;
DOI:10.1021/jm00164a052