(2S)-2-(5-bromopyridin-3-yloxymethyl)aziridine-1-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: (2S)-2-(5-bromopyridin-3-yloxymethyl)aziridine-1-carboxylic acid tert-butyl ester
• CAS No.: 552332-02-2
• Molecular Formula: C₁₃H₁₇BrN₂O₃
• Molecular Weight: 329.194

Synonyms:(2S)-2-(5-bromopyridin-3-yloxymethyl)aziridine-1-carboxylic acid tert-butyl ester

Chemical Property of (2S)-2-(5-bromopyridin-3-yloxymethyl)aziridine-1-carboxylic acid tert-butyl ester

Chemical Property:

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Technology Process of (2S)-2-(5-bromopyridin-3-yloxymethyl)aziridine-1-carboxylic acid tert-butyl ester

There total 1 articles about (2S)-2-(5-bromopyridin-3-yloxymethyl)aziridine-1-carboxylic acid tert-butyl ester 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:

5-bromopyridine-3-ol (74115-13-2) → (2S)-2-(5-bromopyridin-3-yloxymethyl)aziridine-1-carboxylic acid tert-butyl ester (552332-02-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / Ph₃P; diethyl azodicarboxylate / tetrahydrofuran / 0 - 20 °C

2: 93 percent / TBAF / tetrahydrofuran / 1 h / 20 °C

3: 92 percent / diethyl azodicarboxylate; Ph₃P / tetrahydrofuran / 4 - 20 °C

With tetrabutyl ammonium fluoride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 1: Mitsunobu coupling / 3: Mitsunobu reaction;

DOI:10.1021/jm0701019

Reference yield:

(2S)-2-(5-bromopyridin-3-yloxymethyl)aziridine-1-carboxylic acid tert-butyl ester (552332-02-2) → C38H42N4O5

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / Et₃N / Pd₂(dba)3; tri-o-tolylphosphine / dimethylformamide / 4 h / 72 °C

2: CuBr*SMe₂ / tetrahydrofuran / 0.67 h / -35 - -20 °C

With triethylamine; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; copper(I) bromide dimethylsulfide complex; tris-(o-tolyl)phosphine; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Stille coupling;

DOI:10.1021/jm0701019

Reference yield:

(2S)-2-(5-bromopyridin-3-yloxymethyl)aziridine-1-carboxylic acid tert-butyl ester (552332-02-2) → C33H39FN4O5

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / Et₃N / Pd₂(dba)3; tri-o-tolylphosphine / dimethylformamide / 4 h / 72 °C

2: CuBr*SMe₂ / tetrahydrofuran / 0.67 h / -35 - -20 °C

With triethylamine; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; copper(I) bromide dimethylsulfide complex; tris-(o-tolyl)phosphine; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Stille coupling;

DOI:10.1021/jm0701019

upstream raw materials:

5-bromopyridine-3-ol

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