1-Phenyl-2,4-dioxo-3-(carbobenzyloxy)methyl-5-(t-butyloxycarbonyl-aminomethyl)-hexahydro-1,5-diazepine

Base Information

Chemical Name:1-Phenyl-2,4-dioxo-3-(carbobenzyloxy)methyl-5-(t-butyloxycarbonyl-aminomethyl)-hexahydro-1,5-diazepine
CAS No.:150107-64-5
Molecular Formula:C₂₆H₃₁N₃O₆
Molecular Weight:481.549
Hs Code.:

Synonyms:1-Phenyl-2,4-dioxo-3-(carbobenzyloxy)methyl-5-(t-butyloxycarbonyl-aminomethyl)-hexahydro-1,5-diazepine

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Chemical Property of 1-Phenyl-2,4-dioxo-3-(carbobenzyloxy)methyl-5-(t-butyloxycarbonyl-aminomethyl)-hexahydro-1,5-diazepine

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Technology Process of 1-Phenyl-2,4-dioxo-3-(carbobenzyloxy)methyl-5-(t-butyloxycarbonyl-aminomethyl)-hexahydro-1,5-diazepine

There total 7 articles about 1-Phenyl-2,4-dioxo-3-(carbobenzyloxy)methyl-5-(t-butyloxycarbonyl-aminomethyl)-hexahydro-1,5-diazepine 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: 35.0%

: 1-Phenyl-2,4-dioxo-3-(carbobenzyloxy)methyl-5-(carboxyamido)methyl-hexahydro-1,5-diazepine

: 24424-99-5
di-tert-butyl dicarbonate

: 2712-78-9
bis-[(trifluoroacetoxy)iodo]benzene

: 150107-64-5
1-Phenyl-2,4-dioxo-3-(carbobenzyloxy)methyl-5-(t-butyloxycarbonyl-aminomethyl)-hexahydro-1,5-diazepine

Guidance literature:: With triethylamine; In dichloromethane; water; toluene; acetonitrile;

Reference yield:

: 143182-17-6
N-<1-(2-Phenyl-(N-benzylmalonyl)-aminoethyl)>-N-benzyloxycarbonyl-glycine t-butyl ester

: 150107-64-5
1-Phenyl-2,4-dioxo-3-(carbobenzyloxy)methyl-5-(t-butyloxycarbonyl-aminomethyl)-hexahydro-1,5-diazepine

Guidance literature:: Multi-step reaction with 6 steps

1: H₂ / 5 percent Pd/C / methanol / 4 h / 2585.7 Torr / Ambient temperature

2: diphenylphosphoryl azide / dimethylformamide / 72 h / Ambient temperature

3: 1) KN(TMS)2, HMPA / 1) THF, -78 deg C, 20 min, 2) to r.t., 2 h

4: TFA / CH₂Cl₂ / 3 h / Ambient temperature

5: 1) N-methylmorpholine, ethyl chloroformate, 2) aq. NH₄OH / 1) THF, -20 deg C, 30 min, 2) THF, to r.t., 1 h

6: 1) PhI(OCOCF₃)2, 2) NEt₃ / 1) CH₃CN, water, r.t., 5 h, 2) CH₂Cl₂, r.t., 18 h

With 4-methyl-morpholine; N,N,N,N,N,N-hexamethylphosphoric triamide; ammonium hydroxide; diphenylphosphoranyl azide; hydrogen; chloroformic acid ethyl ester; potassium hexamethylsilazane; triethylamine; trifluoroacetic acid; bis-[(trifluoroacetoxy)iodo]benzene; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)90208-X

Reference yield:

: 81867-37-0
benzyl iodoacetate

: 150107-64-5
1-Phenyl-2,4-dioxo-3-(carbobenzyloxy)methyl-5-(t-butyloxycarbonyl-aminomethyl)-hexahydro-1,5-diazepine

Guidance literature:: Multi-step reaction with 4 steps

1: 1) KN(TMS)2, HMPA / 1) THF, -78 deg C, 20 min, 2) to r.t., 2 h

2: TFA / CH₂Cl₂ / 3 h / Ambient temperature

3: 1) N-methylmorpholine, ethyl chloroformate, 2) aq. NH₄OH / 1) THF, -20 deg C, 30 min, 2) THF, to r.t., 1 h

4: 1) PhI(OCOCF₃)2, 2) NEt₃ / 1) CH₃CN, water, r.t., 5 h, 2) CH₂Cl₂, r.t., 18 h

With 4-methyl-morpholine; N,N,N,N,N,N-hexamethylphosphoric triamide; ammonium hydroxide; chloroformic acid ethyl ester; potassium hexamethylsilazane; triethylamine; trifluoroacetic acid; bis-[(trifluoroacetoxy)iodo]benzene; In dichloromethane;
DOI:10.1016/S0040-4020(01)90208-X