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

Base Information

Chemical Name:(4R)-N-(tert-butoxycarbonyl)-2,2'-dimethyl-4-[(4-hydroxy)-2,6-dichlorophenyl]-1,3-oxazoline
CAS No.:461031-85-6
Molecular Formula:C₁₆H₂₁Cl₂NO₄
Molecular Weight:362.253
Hs Code.:

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

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

Chemical Property:

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

There total 7 articles about (4R)-N-(tert-butoxycarbonyl)-2,2'-dimethyl-4-[(4-hydroxy)-2,6-dichlorophenyl]-1,3-oxazoline 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-dichlorophenyl]-2-(tert-butyldimethylsilyl)oxy-1-ethylalcohol

: 461031-85-6
(4R)-N-(tert-butoxycarbonyl)-2,2'-dimethyl-4-[(4-hydroxy)-2,6-dichlorophenyl]-1,3-oxazoline

Guidance literature:: Multi-step reaction with 6 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

5: H₂ / Pd/C / ethyl acetate; ethanol / 1 h / 20 °C

6: TsOH*H₂O / CH₂Cl₂ / 24 h / 20 °C

With di-isopropyl azodicarboxylate; diphenylphosphoranyl azide; tetrabutyl ammonium fluoride; hydrogen; sodium hydrogencarbonate; toluene-4-sulfonic acid; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; water; ethyl acetate; 1: Mitsunobu reaction;
DOI:10.1021/ol026182e

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 461031-85-6
(4R)-N-(tert-butoxycarbonyl)-2,2'-dimethyl-4-[(4-hydroxy)-2,6-dichlorophenyl]-1,3-oxazoline

Guidance literature:: Multi-step reaction with 4 steps

1: NaHCO₃ / CH₂Cl₂ / 1 h / 0 - 20 °C

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

3: H₂ / Pd/C / ethyl acetate; ethanol / 1 h / 20 °C

4: TsOH*H₂O / CH₂Cl₂ / 24 h / 20 °C

With tetrabutyl ammonium fluoride; hydrogen; sodium hydrogencarbonate; toluene-4-sulfonic acid; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate;
DOI:10.1021/ol026182e

Reference yield:

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

: 461031-85-6
(4R)-N-(tert-butoxycarbonyl)-2,2'-dimethyl-4-[(4-hydroxy)-2,6-dichlorophenyl]-1,3-oxazoline

Guidance literature:: Multi-step reaction with 2 steps

1: H₂ / Pd/C / ethyl acetate; ethanol / 1 h / 20 °C

2: TsOH*H₂O / CH₂Cl₂ / 24 h / 20 °C

With hydrogen; toluene-4-sulfonic acid; palladium on activated charcoal; In ethanol; dichloromethane; ethyl acetate;
DOI:10.1021/ol026182e