(+)-(R)-2-(4-amino-3-fluorophenyl)-morpholine-4-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(+)-(R)-2-(4-amino-3-fluorophenyl)-morpholine-4-carboxylic acid tert-butyl ester
CAS No.:1400997-47-8
Molecular Formula:C₁₅H₂₁FN₂O₃
Molecular Weight:296.342
Hs Code.:

Synonyms:(+)-(R)-2-(4-amino-3-fluorophenyl)-morpholine-4-carboxylic acid tert-butyl ester

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Chemical Property of (+)-(R)-2-(4-amino-3-fluorophenyl)-morpholine-4-carboxylic acid tert-butyl ester

Chemical Property:

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Technology Process of (+)-(R)-2-(4-amino-3-fluorophenyl)-morpholine-4-carboxylic acid tert-butyl ester

There total 14 articles about (+)-(R)-2-(4-amino-3-fluorophenyl)-morpholine-4-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:

: 1400997-40-1
(RS)-2-(4-amino-3-fluorophenyl)-morpholine-4-carboxylic acid tert-butyl ester

: 1400997-48-9
(-)-(S)-2-(4-amino-3-fluorophenyl)-morpholine-4-carboxylic acid tert-butyl ester

: 1400997-47-8
(+)-(R)-2-(4-amino-3-fluorophenyl)-morpholine-4-carboxylic acid tert-butyl ester

Guidance literature:: With Chiralpak AD; In n-heptane; isopropyl alcohol; under 13501.4 Torr; Purification / work up; Resolution of racemate;

Reference yield:

: 1260857-14-4
2-chloro-1-(4-bromo-3-fluorophenyl)-ethanone

: 1400997-47-8
(+)-(R)-2-(4-amino-3-fluorophenyl)-morpholine-4-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: ethanol; sodium tetrahydroborate / 1.08 h / 5 - 20 °C

1.2: 20 - 40 °C

2.1: tetrahydrofuran / 20 °C

3.1: dichloromethane / 20 °C

4.1: triethylamine; methanesulfonyl chloride / tetrahydrofuran / 0.5 h / 0 - 20 °C

4.2: 1 h / 0 - 20 °C

5.1: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl / toluene / 1 h / 100 °C / Inert atmosphere

6.1: ammonium formate / palladium 10% on activated carbon / methanol / 1 h / 60 °C / Inert atmosphere

7.1: Chiralpak AD / isopropyl alcohol; n-heptane / 13501.4 Torr / Resolution of racemate

With sodium tetrahydroborate; ethanol; ammonium formate; methanesulfonyl chloride; triethylamine; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; palladium 10% on activated carbon; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; In tetrahydrofuran; methanol; n-heptane; dichloromethane; isopropyl alcohol; toluene;

Reference yield:

: 1400997-35-4
(RS)-2-(4-bromo-3-fluorophenyl)-oxirane

: 1400997-47-8
(+)-(R)-2-(4-amino-3-fluorophenyl)-morpholine-4-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: tetrahydrofuran / 20 °C

2.1: dichloromethane / 20 °C

3.1: triethylamine; methanesulfonyl chloride / tetrahydrofuran / 0.5 h / 0 - 20 °C

3.2: 1 h / 0 - 20 °C

4.1: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl / toluene / 1 h / 100 °C / Inert atmosphere

5.1: ammonium formate / palladium 10% on activated carbon / methanol / 1 h / 60 °C / Inert atmosphere

6.1: Chiralpak AD / isopropyl alcohol; n-heptane / 13501.4 Torr / Resolution of racemate

With ammonium formate; methanesulfonyl chloride; triethylamine; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; palladium 10% on activated carbon; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; In tetrahydrofuran; methanol; n-heptane; dichloromethane; isopropyl alcohol; toluene;