1,1-dimethylethyl<(R)-2-<(2,3-dihydro-1-methyl-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl)amino>-2-oxo-1-(phenylmethyl)ethyl>carbamate

Base Information

• Chemical Name: 1,1-dimethylethyl<(R)-2-<(2,3-dihydro-1-methyl-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl)amino>-2-oxo-1-(phenylmethyl)ethyl>carbamate
• CAS No.: 103407-33-6
• Molecular Formula: C₃₀H₃₂N₄O₄
• Molecular Weight: 512.608
• Mol file: 103407-33-6.mol

Synonyms:

Chemical Property of 1,1-dimethylethyl<(R)-2-<(2,3-dihydro-1-methyl-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl)amino>-2-oxo-1-(phenylmethyl)ethyl>carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,1-dimethylethyl<(R)-2-<(2,3-dihydro-1-methyl-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl)amino>-2-oxo-1-(phenylmethyl)ethyl>carbamate

There total 8 articles about 1,1-dimethylethyl<(R)-2-<(2,3-dihydro-1-methyl-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl)amino>-2-oxo-1-(phenylmethyl)ethyl>carbamate 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: 87.0%

[(R)-1-(2-Oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-ylcarbamoyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester (103343-61-9,103407-29-0,103407-32-5,110691-37-7) + methyl iodide (74-88-4) → 1,1-dimethylethyl<(R)-2-<(2,3-dihydro-1-methyl-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl)amino>-2-oxo-1-(phenylmethyl)ethyl>carbamate (103343-62-0,103407-33-6,103432-07-1,108896-01-1,108896-05-5)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃;

DOI:10.1016/S0040-4039(00)95771-X

Reference yield:

2'-benzoyl-2-bromo-acetanilide (14439-71-5) → 1,1-dimethylethyl<(R)-2-<(2,3-dihydro-1-methyl-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl)amino>-2-oxo-1-(phenylmethyl)ethyl>carbamate (103343-62-0,103407-33-6,103432-07-1,108896-01-1,108896-05-5)

Guidance literature:

Multi-step reaction with 5 steps

1: NH₃ / methanol / 2 h / Heating

2: 93 percent / Aliquat 336, 50percent aq. NaOH / toluene / 4 h / 20 - 25 °C

3: 81.6 percent / t-BuOK, isoamyl nitrite / toluene / 0.5 h / -20 - 0 °C

4: H₂ / 5percent Ru/C / methanol / 24 h / 68 - 74 °C / 2068.6 Torr

5: 90 g / 1-hydroxybenzotriazole, 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride, triethylamine / dimethylformamide / 0.25 h / pH = 9.5

With sodium hydroxide; potassium tert-butylate; ammonia; hydrogen; Aliquat 336; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; isopentyl nitrite; Ru-carbon; In methanol; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo00391a010

Reference yield:

1,3-dihydro-1-methyl-3-oximido-5-phenyl-2H-1,4-benzodiazepin-2-one (103373-62-2) → 1,1-dimethylethyl<(R)-2-<(2,3-dihydro-1-methyl-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl)amino>-2-oxo-1-(phenylmethyl)ethyl>carbamate (103343-62-0,103407-33-6,103432-07-1,108896-01-1,108896-05-5)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / 5percent Ru/C / methanol / 24 h / 68 - 74 °C / 2068.6 Torr

2: 90 g / 1-hydroxybenzotriazole, 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride, triethylamine / dimethylformamide / 0.25 h / pH = 9.5

With hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; Ru-carbon; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jo00391a010

upstream raw materials:

[(R)-1-(2-Oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-ylcarbamoyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester

methyl iodide

2'-benzoyl-2-bromo-acetanilide

1,3-dihydro-1-methyl-3-oximido-5-phenyl-2H-1,4-benzodiazepin-2-one

Downstream raw materials:

(R)-2-Amino-N-((S)-1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-3-phenyl-propionamide

(R)-2-Amino-N-((R)-1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-3-phenyl-propionamide

(R)-α-amino-N-(2,3-dihydro-1-methyl-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl)benzenepropanamide

(S)-3-amino-1-methyl-5-phenyl-1H-benzo[e][1,4]diazepin-2(3H)-one