(1R)-N-(tert-butoxycarbonyl)-1-[4-(benzyloxy)-2,6-dichlorophenyl]-2-hydroxyethylamine

Base Information

• Chemical Name: (1R)-N-(tert-butoxycarbonyl)-1-[4-(benzyloxy)-2,6-dichlorophenyl]-2-hydroxyethylamine
• CAS No.: 461031-84-5
• Molecular Formula: C₂₀H₂₃Cl₂NO₄
• Molecular Weight: 412.313
• Mol file: 461031-84-5.mol

Synonyms:(1R)-N-(tert-butoxycarbonyl)-1-[4-(benzyloxy)-2,6-dichlorophenyl]-2-hydroxyethylamine

Chemical Property of (1R)-N-(tert-butoxycarbonyl)-1-[4-(benzyloxy)-2,6-dichlorophenyl]-2-hydroxyethylamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R)-N-(tert-butoxycarbonyl)-1-[4-(benzyloxy)-2,6-dichlorophenyl]-2-hydroxyethylamine

There total 5 articles about (1R)-N-(tert-butoxycarbonyl)-1-[4-(benzyloxy)-2,6-dichlorophenyl]-2-hydroxyethylamine 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:

[1-(4-benzyloxy-2,6-dichloro-phenyl)-2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-carbamic acid tert-butyl ester → (1R)-N-(tert-butoxycarbonyl)-1-[4-(benzyloxy)-2,6-dichlorophenyl]-2-hydroxyethylamine (461031-84-5)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 5h;

DOI:10.1021/ol026182e

Reference yield:

1-[4-(benzyloxy)-2,6-dichlorophenyl]-2-(tert-butyldimethylsilyl)oxy-1-ethylalcohol → (1R)-N-(tert-butoxycarbonyl)-1-[4-(benzyloxy)-2,6-dichlorophenyl]-2-hydroxyethylamine (461031-84-5)

Guidance literature:

Multi-step reaction with 4 steps

1: triphenylphosphine; DIAD; diphenylphosphoryl azide / tetrahydrofuran / 10 h

2: triphenylphosphine / tetrahydrofuran; H₂O / 12 h

3: NaHCO₃ / CH₂Cl₂ / 1 h / 0 - 20 °C

4: 8.78 g / TBAF / tetrahydrofuran / 5 h / 20 °C

With di-isopropyl azodicarboxylate; diphenylphosphoranyl azide; tetrabutyl ammonium fluoride; sodium hydrogencarbonate; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; 1: Mitsunobu reaction;

DOI:10.1021/ol026182e

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (1R)-N-(tert-butoxycarbonyl)-1-[4-(benzyloxy)-2,6-dichlorophenyl]-2-hydroxyethylamine (461031-84-5)

Guidance literature:

Multi-step reaction with 2 steps

1: NaHCO₃ / CH₂Cl₂ / 1 h / 0 - 20 °C

2: 8.78 g / TBAF / tetrahydrofuran / 5 h / 20 °C

With tetrabutyl ammonium fluoride; sodium hydrogencarbonate; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ol026182e

upstream raw materials:

di-tert-butyl dicarbonate

[2-azido-2-(4-benzyloxy-2,6-dichloro-phenyl)-ethoxy]-tert-butyl-dimethyl-silane

Downstream raw materials:

(4R)-N-(tert-butoxycarbonyl)-2,2'-dimethyl-4-[(4-hydroxy)-2,6-dichlorophenyl]-1,3-oxazoline