tert-butyl [3-[5-[[1-(benzyloxycarbonyl)-2(S)-azetidinyl]methoxy]-3-pyridyl]benzyl]carbamate

Base Information

• Chemical Name: tert-butyl [3-[5-[[1-(benzyloxycarbonyl)-2(S)-azetidinyl]methoxy]-3-pyridyl]benzyl]carbamate
• CAS No.: 1222138-84-2
• Molecular Formula: C₂₉H₃₃N₃O₅
• Molecular Weight: 503.598
• Mol file: 1222138-84-2.mol

Synonyms:tert-butyl [3-[5-[[1-(benzyloxycarbonyl)-2(S)-azetidinyl]methoxy]-3-pyridyl]benzyl]carbamate

Chemical Property of tert-butyl [3-[5-[[1-(benzyloxycarbonyl)-2(S)-azetidinyl]methoxy]-3-pyridyl]benzyl]carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl [3-[5-[[1-(benzyloxycarbonyl)-2(S)-azetidinyl]methoxy]-3-pyridyl]benzyl]carbamate

There total 3 articles about tert-butyl [3-[5-[[1-(benzyloxycarbonyl)-2(S)-azetidinyl]methoxy]-3-pyridyl]benzyl]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: 73.0%

3-[[1-(benzyloxycarbonyl)-2(S)-azetidinyl]methoxy]-5-(trimethylstannyl)pyridine (704914-05-6) + tert-butyl N-[(3-iodophenyl)methyl]carbamate (263351-43-5) → tert-butyl [3-[5-[[1-(benzyloxycarbonyl)-2(S)-azetidinyl]methoxy]-3-pyridyl]benzyl]carbamate (1222138-84-2)

Guidance literature:

copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; cesium fluoride; In N,N-dimethyl-formamide; at 50 ℃; for 6h;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → tert-butyl [3-[5-[[1-(benzyloxycarbonyl)-2(S)-azetidinyl]methoxy]-3-pyridyl]benzyl]carbamate (1222138-84-2)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 4.5 h / 20 °C

2: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; cesium fluoride / N,N-dimethyl-formamide / 6 h / 50 °C / Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; cesium fluoride; In dichloromethane; N,N-dimethyl-formamide;

Reference yield:

3-iodobenzylamine (696-40-2) → tert-butyl [3-[5-[[1-(benzyloxycarbonyl)-2(S)-azetidinyl]methoxy]-3-pyridyl]benzyl]carbamate (1222138-84-2)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 4.5 h / 20 °C

2: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; cesium fluoride / N,N-dimethyl-formamide / 6 h / 50 °C / Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; cesium fluoride; In dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

3-[[1-(benzyloxycarbonyl)-2(S)-azetidinyl]methoxy]-5-(trimethylstannyl)pyridine

tert-butyl N-[(3-iodophenyl)methyl]carbamate

di-tert-butyl dicarbonate

3-iodobenzylamine

Downstream raw materials:

tert-butyl [3-[5-[(2(S)-azetidinyl)methoxy]-3-pyridyl]benzyl]carbamate

3-[5-[[1-(benzyloxycarbonyl)-2(S)-azetidinyl]methoxy]-3-pyridyl]benzylamine