(2R,S)-2-(3-bromophenyl)-2-{(2R)-2-[(2-tert-butoxycarbonylamino)ethyl]-3-oxo-2H-benzo[b][1,4]oxazin-4(3H)-yl}-N-butylacetamide

Base Information

• Chemical Name: (2R,S)-2-(3-bromophenyl)-2-{(2R)-2-[(2-tert-butoxycarbonylamino)ethyl]-3-oxo-2H-benzo[b][1,4]oxazin-4(3H)-yl}-N-butylacetamide
• CAS No.: 1264366-91-7
• Molecular Formula: C₂₇H₃₄BrN₃O₅
• Molecular Weight: 560.488
• Mol file: 1264366-91-7.mol

Synonyms:(2R,S)-2-(3-bromophenyl)-2-{(2R)-2-[(2-tert-butoxycarbonylamino)ethyl]-3-oxo-2H-benzo[b][1,4]oxazin-4(3H)-yl}-N-butylacetamide

Chemical Property of (2R,S)-2-(3-bromophenyl)-2-{(2R)-2-[(2-tert-butoxycarbonylamino)ethyl]-3-oxo-2H-benzo[b][1,4]oxazin-4(3H)-yl}-N-butylacetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,S)-2-(3-bromophenyl)-2-{(2R)-2-[(2-tert-butoxycarbonylamino)ethyl]-3-oxo-2H-benzo[b][1,4]oxazin-4(3H)-yl}-N-butylacetamide

There total 3 articles about (2R,S)-2-(3-bromophenyl)-2-{(2R)-2-[(2-tert-butoxycarbonylamino)ethyl]-3-oxo-2H-benzo[b][1,4]oxazin-4(3H)-yl}-N-butylacetamide 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: 41.0%

C27H36BrN3O6 (1264366-77-9) → (2R,S)-2-(3-bromophenyl)-2-{(2R)-2-[(2-tert-butoxycarbonylamino)ethyl]-3-oxo-2H-benzo[b][1,4]oxazin-4(3H)-yl}-N-butylacetamide (1264366-91-7)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In dichloromethane; toluene; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1002/ejoc.201001077

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (2R,S)-2-(3-bromophenyl)-2-{(2R)-2-[(2-tert-butoxycarbonylamino)ethyl]-3-oxo-2H-benzo[b][1,4]oxazin-4(3H)-yl}-N-butylacetamide (1264366-91-7)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / 1,4-dioxane; water / 24 h / 20 °C

2: isopropyl alcohol / 48 h / 20 °C / Molecular sieve; Inert atmosphere

3: triphenylphosphine; diethylazodicarboxylate / dichloromethane; toluene / 1 h / 0 °C / Inert atmosphere

With potassium carbonate; triphenylphosphine; diethylazodicarboxylate; In 1,4-dioxane; dichloromethane; water; isopropyl alcohol; toluene; 2: Ugi condensation / 3: Mitsunobu reaction;

DOI:10.1002/ejoc.201001077

Reference yield:

(S)-4-[(tert-butoxycarbonyl)amino]-2-hydroxybutanoic acid (207305-60-0) → (2R,S)-2-(3-bromophenyl)-2-{(2R)-2-[(2-tert-butoxycarbonylamino)ethyl]-3-oxo-2H-benzo[b][1,4]oxazin-4(3H)-yl}-N-butylacetamide (1264366-91-7)

Guidance literature:

Multi-step reaction with 2 steps

1: isopropyl alcohol / 48 h / 20 °C / Molecular sieve; Inert atmosphere

2: triphenylphosphine; diethylazodicarboxylate / dichloromethane; toluene / 1 h / 0 °C / Inert atmosphere

With triphenylphosphine; diethylazodicarboxylate; In dichloromethane; isopropyl alcohol; toluene; 1: Ugi condensation / 2: Mitsunobu reaction;

DOI:10.1002/ejoc.201001077

upstream raw materials:

C₂₇H₃₆BrN₃O₆

di-tert-butyl dicarbonate

(S)-4-[(tert-butoxycarbonyl)amino]-2-hydroxybutanoic acid