tert-butyl (2S,3S)-1-((1R,2R)-N-(4-hydroxyphenyl)-2-(pyridin-2-yl)cyclopropanecarboxamido)-3-methylpentan-2-ylcarbamate

Base Information

• Chemical Name: tert-butyl (2S,3S)-1-((1R,2R)-N-(4-hydroxyphenyl)-2-(pyridin-2-yl)cyclopropanecarboxamido)-3-methylpentan-2-ylcarbamate
• CAS No.: 1287206-03-4
• Molecular Formula: C₂₆H₃₅N₃O₄
• Molecular Weight: 453.582
• Mol file: 1287206-03-4.mol

Synonyms:tert-butyl (2S,3S)-1-((1R,2R)-N-(4-hydroxyphenyl)-2-(pyridin-2-yl)cyclopropanecarboxamido)-3-methylpentan-2-ylcarbamate

Chemical Property of tert-butyl (2S,3S)-1-((1R,2R)-N-(4-hydroxyphenyl)-2-(pyridin-2-yl)cyclopropanecarboxamido)-3-methylpentan-2-ylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (2S,3S)-1-((1R,2R)-N-(4-hydroxyphenyl)-2-(pyridin-2-yl)cyclopropanecarboxamido)-3-methylpentan-2-ylcarbamate

There total 5 articles about tert-butyl (2S,3S)-1-((1R,2R)-N-(4-hydroxyphenyl)-2-(pyridin-2-yl)cyclopropanecarboxamido)-3-methylpentan-2-ylcarbamate 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:

tert-butyl (2S,3S)-1-(N-(4-(tert-butyldimethylsilyloxy)phenyl)-trans-2-(pyridin-2-yl)cyclopropanecarboxamido)-3-methylpentan-2-ylcarbamate (1287206-02-3) → tert-butyl (2S,3S)-1-((1R,2R)-N-(4-hydroxyphenyl)-2-(pyridin-2-yl)cyclopropanecarboxamido)-3-methylpentan-2-ylcarbamate (1287206-03-4)

Guidance literature:

tert-butyl (2S,3S)-1-(N-(4-(tert-butyldimethylsilyloxy)phenyl)-trans-2-(pyridin-2-yl)cyclopropanecarboxamido)-3-methylpentan-2-ylcarbamate; With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 2h;

With ammonium chloride; In tetrahydrofuran; water;

Reference yield:

(1,2-trans)-2-pyridin-2'-yl-cyclopropanecarboxylic acid → tert-butyl (2S,3S)-1-((1R,2R)-N-(4-hydroxyphenyl)-2-(pyridin-2-yl)cyclopropanecarboxamido)-3-methylpentan-2-ylcarbamate (1287206-03-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 3 h / 35 °C

1.2: 20 °C

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C

With oxalyl dichloride; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

N-(t-butoxycarbonyl)-isoleucine aldehyde (118171-79-2,141321-51-9,141321-54-2,87694-55-1) → tert-butyl (2S,3S)-1-((1R,2R)-N-(4-hydroxyphenyl)-2-(pyridin-2-yl)cyclopropanecarboxamido)-3-methylpentan-2-ylcarbamate (1287206-03-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 20 °C

2.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 3 h / 35 °C

2.2: 20 °C

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C

With oxalyl dichloride; tetrabutyl ammonium fluoride; sodium tris(acetoxy)borohydride; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

upstream raw materials:

N-(tert-butoxycarbonyl)-L-isoleucinol

N-(t-butoxycarbonyl)-isoleucine aldehyde

tert-butyl (2S,3S)-1-(N-(4-(tert-butyldimethylsilyloxy)phenyl)-trans-2-(pyridin-2-yl)cyclopropanecarboxamido)-3-methylpentan-2-ylcarbamate

tert-butyl (2S,3S)-1-(4-(tert-butyldimethylsilyloxy)phenylamino)-3-methylpentan-2-ylcarbamate

Downstream raw materials:

(1R,2R)-2-pyridin-2-ylcyclopropanecarboxylic acid ((2S,3S)-2-amino-3-methylpentyl)-(4-(cyclobutylmethoxy)phenyl)amide