benzyl (2R)-[(4S)-4-(phthalimido)-3-oxo-1,3,4,5-tetrahydro-benz[c]azepin-2-yl]propionate

Base Information

Chemical Name:benzyl (2R)-[(4S)-4-(phthalimido)-3-oxo-1,3,4,5-tetrahydro-benz[c]azepin-2-yl]propionate
CAS No.:908589-92-4
Molecular Formula:C₂₈H₂₄N₂O₅
Molecular Weight:468.509
Hs Code.:

Synonyms:benzyl (2R)-[(4S)-4-(phthalimido)-3-oxo-1,3,4,5-tetrahydro-benz[c]azepin-2-yl]propionate

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Chemical Property of benzyl (2R)-[(4S)-4-(phthalimido)-3-oxo-1,3,4,5-tetrahydro-benz[c]azepin-2-yl]propionate

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Technology Process of benzyl (2R)-[(4S)-4-(phthalimido)-3-oxo-1,3,4,5-tetrahydro-benz[c]azepin-2-yl]propionate

There total 6 articles about benzyl (2R)-[(4S)-4-(phthalimido)-3-oxo-1,3,4,5-tetrahydro-benz[c]azepin-2-yl]propionate 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: 39.0%

: 185990-56-1
(S)-N,N-phthaloyl-o-formylphenylalanine

: 41036-32-2
D-alanine benzyl ester p-toluenesulphonate salt

: 908589-92-4
benzyl (2R)-[(4S)-4-(phthalimido)-3-oxo-1,3,4,5-tetrahydro-benz[c]azepin-2-yl]propionate

Guidance literature:: (S)-N,N-phthaloyl-o-formylphenylalanine; D-alanine benzyl ester p-toluenesulphonate salt; With 4-methyl-morpholine; sodium cyanoborohydride; magnesium sulfate; In dichloromethane; for 2h; pH=6;

With pyridine; dicyclohexyl-carbodiimide; In acetonitrile; at 0 - 20 ℃;
DOI:10.1002/ejoc.200500996

Reference yield:

: 908589-89-9
tert-butyl (S)-o-cyanophenylalaninate

: 908589-92-4
benzyl (2R)-[(4S)-4-(phthalimido)-3-oxo-1,3,4,5-tetrahydro-benz[c]azepin-2-yl]propionate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 97 percent / HCl; water / CH₂Cl₂ / 20 °C

2.1: 81 percent / Na₂CO₃*H₂O / acetonitrile; H₂O / 8 h / 20 °C

3.1: 78 percent / H₂ / Raney-Ni / H₂O; acetic acid; pyridine / 38 h / 50 °C / 2585.74 Torr

4.1: N-methylmorpholine; MgSO₄; NaCNBH₃ / CH₂Cl₂ / 2 h / pH 6

4.2: 39 percent / DCC; pyridine / acetonitrile / 0 - 20 °C

With 4-methyl-morpholine; hydrogenchloride; water; hydrogen; sodium cyanoborohydride; sodium carbonate; magnesium sulfate; nickel; In pyridine; dichloromethane; water; acetic acid; acetonitrile;
DOI:10.1002/ejoc.200500996

Reference yield:

: 908589-91-3
(S)-N,N-phthaloyl-o-cyanophenylalanine

: 908589-92-4
benzyl (2R)-[(4S)-4-(phthalimido)-3-oxo-1,3,4,5-tetrahydro-benz[c]azepin-2-yl]propionate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 78 percent / H₂ / Raney-Ni / H₂O; acetic acid; pyridine / 38 h / 50 °C / 2585.74 Torr

2.1: N-methylmorpholine; MgSO₄; NaCNBH₃ / CH₂Cl₂ / 2 h / pH 6

2.2: 39 percent / DCC; pyridine / acetonitrile / 0 - 20 °C

With 4-methyl-morpholine; hydrogen; sodium cyanoborohydride; magnesium sulfate; nickel; In pyridine; dichloromethane; water; acetic acid;
DOI:10.1002/ejoc.200500996