(3R)-4-[(3R)-3-(tert-butyloxycarbonylamino)-4-(2,4,5-trifluorophenyl) butanoyl]-3-(2,2,2-trifluoroethyl)-1,4-diazepin-2-one

Base Information

• Chemical Name: (3R)-4-[(3R)-3-(tert-butyloxycarbonylamino)-4-(2,4,5-trifluorophenyl) butanoyl]-3-(2,2,2-trifluoroethyl)-1,4-diazepin-2-one
• CAS No.: 892113-81-4
• Molecular Formula: C₂₂H₂₇F₆N₃O₄
• Molecular Weight: 511.464
• Mol file: 892113-81-4.mol

Synonyms:(3R)-4-[(3R)-3-(tert-butyloxycarbonylamino)-4-(2,4,5-trifluorophenyl) butanoyl]-3-(2,2,2-trifluoroethyl)-1,4-diazepin-2-one

Chemical Property of (3R)-4-[(3R)-3-(tert-butyloxycarbonylamino)-4-(2,4,5-trifluorophenyl) butanoyl]-3-(2,2,2-trifluoroethyl)-1,4-diazepin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R)-4-[(3R)-3-(tert-butyloxycarbonylamino)-4-(2,4,5-trifluorophenyl) butanoyl]-3-(2,2,2-trifluoroethyl)-1,4-diazepin-2-one

There total 10 articles about (3R)-4-[(3R)-3-(tert-butyloxycarbonylamino)-4-(2,4,5-trifluorophenyl) butanoyl]-3-(2,2,2-trifluoroethyl)-1,4-diazepin-2-one 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:

4-[(2Z)-3-amino-4-(2,4,5-trifluorophenyl)but-2-enoyl]-3-(2,2,2-trifluoroethyl)-1,4-diazepan-2-one (892113-72-3) + di-tert-butyl dicarbonate (24424-99-5) → (3R)-4-[(3R)-3-(tert-butyloxycarbonylamino)-4-(2,4,5-trifluorophenyl) butanoyl]-3-(2,2,2-trifluoroethyl)-1,4-diazepin-2-one (892113-81-4) + 4-[(3R)-3-(tert-butyloxycarbonylamino)-4-(2,4,5-trifluorophenyl)butanoyl]-3-(2,2,2-trifluoroethyl)-1,4-diazepin-2-one (892113-88-1)

Guidance literature:

With hydrogen; chloro(1,5-cyclooctadiene)rhodium(I) dimer; In methanol; at 20 ℃; for 18h; under 5931.67 Torr;

Reference yield:

4-[(3R)-3-(tert-butyloxycarbonylamino)-4-(2,4,5-trifluorophenyl)butanoyl]-3-(2,2,2-trifluoroethyl)-1,4-diazepin-2-one (892113-88-1) → (3R)-4-[(3R)-3-(tert-butyloxycarbonylamino)-4-(2,4,5-trifluorophenyl) butanoyl]-3-(2,2,2-trifluoroethyl)-1,4-diazepin-2-one (892113-81-4)

Guidance literature:

4-[(3R)-3-(tert-butyloxycarbonylamino)-4-(2,4,5-trifluorophenyl)butanoyl]-3-(2,2,2-trifluoroethyl)-1,4-diazepin-2-one; With sodium hydroxide; In methanol; ethanol; water; at 0 - 70 ℃;

With hydrogenchloride; In methanol; ethanol; water; for 0.5h; pH=5;

Reference yield:

2-[(3-aminopropyl)amino]-4,4,4-trifluorobutanoic acid (892113-47-2) → (3R)-4-[(3R)-3-(tert-butyloxycarbonylamino)-4-(2,4,5-trifluorophenyl) butanoyl]-3-(2,2,2-trifluoroethyl)-1,4-diazepin-2-one (892113-81-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: hydrogenchloride / methanol / 20 - 33 °C

1.2: 20 - 26 °C

1.3: 20 - 29 °C / pH 3

2.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 12 h / 40 °C

3.1: ammonium acetate / tert-butyl methyl ether; isopropyl alcohol / 3 h / 45 °C

3.2: 0.25 h / 20 - 30 °C

4.1: R,S-t-butyl Josiphos / chloro(1,5-cyclooctadiene)rhodium(I) dimer / methanol

4.2: 18 h / 20 °C / 5931.67 Torr

With hydrogenchloride; ammonium acetate; N-ethyl-N,N-diisopropylamine; chloro(1,5-cyclooctadiene)rhodium(I) dimer; In methanol; tert-butyl methyl ether; isopropyl alcohol; acetonitrile;

upstream raw materials:

(3R)-3-[(1,1-dimethylethoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoic acid

4-[(2Z)-3-amino-4-(2,4,5-trifluorophenyl)but-2-enoyl]-3-(2,2,2-trifluoroethyl)-1,4-diazepan-2-one

di-tert-butyl dicarbonate

4-[(3R)-3-(tert-butyloxycarbonylamino)-4-(2,4,5-trifluorophenyl)butanoyl]-3-(2,2,2-trifluoroethyl)-1,4-diazepin-2-one

Downstream raw materials:

(3R)-4-[(3R)-3-amino-4-(2,4,5-trifluorophenyl)butanoyl]-3-(2,2,2-trifluoroethyl)-1,4-diazepin-2-one hydrochloride salt