1-(1-(4-(N-tert-butyloxycarbonyl-4-piperidinyloxy)-5-fluoro-2-methoxy-benzoyl)-piperidin-4-yl)-4H-3,1-benzoxazin-2(1H)-one

Base Information

• Chemical Name: 1-(1-(4-(N-tert-butyloxycarbonyl-4-piperidinyloxy)-5-fluoro-2-methoxy-benzoyl)-piperidin-4-yl)-4H-3,1-benzoxazin-2(1H)-one
• CAS No.: 181269-53-4
• Molecular Formula: C₃₁H₃₈FN₃O₇
• Molecular Weight: 583.657
• Mol file: 181269-53-4.mol

Synonyms:1-(1-(4-(N-tert-butyloxycarbonyl-4-piperidinyloxy)-5-fluoro-2-methoxy-benzoyl)-piperidin-4-yl)-4H-3,1-benzoxazin-2(1H)-one

Chemical Property of 1-(1-(4-(N-tert-butyloxycarbonyl-4-piperidinyloxy)-5-fluoro-2-methoxy-benzoyl)-piperidin-4-yl)-4H-3,1-benzoxazin-2(1H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(1-(4-(N-tert-butyloxycarbonyl-4-piperidinyloxy)-5-fluoro-2-methoxy-benzoyl)-piperidin-4-yl)-4H-3,1-benzoxazin-2(1H)-one

There total 11 articles about 1-(1-(4-(N-tert-butyloxycarbonyl-4-piperidinyloxy)-5-fluoro-2-methoxy-benzoyl)-piperidin-4-yl)-4H-3,1-benzoxazin-2(1H)-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: 93.0%

1-piperidin-4-yl-1,4-dihydro-2H-3,1-benzoxazin-2-one hydrochloride (162045-31-0) + 4-(N-tert-butyloxycarbonyl-4-piperidinyloxy)-5-fluoro-2-methoxybenzoic acid (181269-75-0) → 1-(1-(4-(N-tert-butyloxycarbonyl-4-piperidinyloxy)-5-fluoro-2-methoxy-benzoyl)-piperidin-4-yl)-4H-3,1-benzoxazin-2(1H)-one (181269-53-4)

Guidance literature:

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; for 18h; Ambient temperature;

DOI:10.1021/jm9800797

Reference yield:

MeOH-CHCl3 + hydrochloride salt of 1-(4-piperidinyl)-4(H)-3,1-benzoxazin-2(1H)-one + monofluoroacid + 1-piperidin-4-yl-1,4-dihydro-2H-3,1-benzoxazin-2-one hydrochloride (162045-31-0) + 4-(N-tert-butyloxycarbonyl-4-piperidinyloxy)-5-fluoro-2-methoxybenzoic acid (181269-75-0) → 1-(1-(4-(N-tert-butyloxycarbonyl-4-piperidinyloxy)-5-fluoro-2-methoxy-benzoyl)-piperidin-4-yl)-4H-3,1-benzoxazin-2(1H)-one (181269-53-4)

Guidance literature:

With benzotriazol-1-ol; 1,2-dichloro-ethane; N-ethyl-N,N-diisopropylamine; In ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

2-Aminobenzyl alcohol (5344-90-1) → 1-(1-(4-(N-tert-butyloxycarbonyl-4-piperidinyloxy)-5-fluoro-2-methoxy-benzoyl)-piperidin-4-yl)-4H-3,1-benzoxazin-2(1H)-one (181269-53-4)

Guidance literature:

Multi-step reaction with 5 steps

1: AcOH / toluene / 6 h / Heating

2: NaCNBH₃, AcOH / toluene; tetrahydrofuran / 24 h / Ambient temperature

3: 75 percent / DIEA / tetrahydrofuran / 73 h / 0 - 20 °C

4: 95 percent / HCl gas / ethyl acetate / 2 h / 0 - 20 °C

5: 93 percent / HOBT, EDC, DIEA / dimethylformamide / 18 h / Ambient temperature

With hydrogenchloride; sodium cyanoborohydride; benzotriazol-1-ol; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm9800797

upstream raw materials:

1-piperidin-4-yl-1,4-dihydro-2H-3,1-benzoxazin-2-one hydrochloride

4-(N-tert-butyloxycarbonyl-4-piperidinyloxy)-5-fluoro-2-methoxybenzoic acid

2-Aminobenzyl alcohol

N-tert-butyloxycarbonylpiperidin-4-one

Downstream raw materials:

1-(1-(4-(4-piperidinyloxy)-5-fluoro-2-methoxybenzoyl)piperidin-4-yl)-4H-3, 1-benzoxazin-2(1H)-one