{[(2R,3S)-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropyl]amino}ethyl hydrogen sulfate

Base Information

Chemical Name:{[(2R,3S)-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropyl]amino}ethyl hydrogen sulfate
CAS No.:1356958-71-8
Molecular Formula:C₁₉H₂₅NO₇S
Molecular Weight:411.476
Hs Code.:

Synonyms:{[(2R,3S)-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropyl]amino}ethyl hydrogen sulfate

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Chemical Property of {[(2R,3S)-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropyl]amino}ethyl hydrogen sulfate

Chemical Property:

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Technology Process of {[(2R,3S)-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropyl]amino}ethyl hydrogen sulfate

There total 7 articles about {[(2R,3S)-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropyl]amino}ethyl hydrogen sulfate 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: 78.0%

: 1452772-76-7
(2R,3S)-3-(2-ethoxyphenoxy)-3-phenylpropene-1,2-epoxide

: 926-39-6
sulfuric acid mono-(2-amino-ethyl ester)

: 1356958-71-8
{[(2R,3S)-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropyl]amino}ethyl hydrogen sulfate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; Inert atmosphere;
DOI:10.1039/c3ob40853a

Reference yield:

: 100-58-3
phenylmagnesium bromide

: 1356958-71-8
{[(2R,3S)-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropyl]amino}ethyl hydrogen sulfate

Guidance literature:: Multi-step reaction with 6 steps

1.1: tetrahydrofuran / 18 h / -10 - 20 °C / Inert atmosphere

2.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 24 h / 0 - 20 °C / Inert atmosphere

3.1: toluene-4-sulfonic acid / methanol / 8 h / 50 °C / Inert atmosphere

4.1: triphenylphosphine; di-isopropyl azodicarboxylate / toluene / 0.25 h / 0 °C / Inert atmosphere

4.2: 2 h / 20 °C / Inert atmosphere

5.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 8 h / 0 - 20 °C / Inert atmosphere

6.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / Inert atmosphere

With di-isopropyl azodicarboxylate; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; toluene; 2.1: |Mitsunobu Displacement / 4.1: |Mitsunobu Displacement / 4.2: |Mitsunobu Displacement;
DOI:10.1039/c3ob40853a

Reference yield:

: (1R,2R)-2,3-(cyclohexylidenedioxy)-1-phenylpropan-1-ol

: 1356958-71-8
{[(2R,3S)-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropyl]amino}ethyl hydrogen sulfate

Guidance literature:: Multi-step reaction with 5 steps

1.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 24 h / 0 - 20 °C / Inert atmosphere

2.1: toluene-4-sulfonic acid / methanol / 8 h / 50 °C / Inert atmosphere

3.1: triphenylphosphine; di-isopropyl azodicarboxylate / toluene / 0.25 h / 0 °C / Inert atmosphere

3.2: 2 h / 20 °C / Inert atmosphere

4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 8 h / 0 - 20 °C / Inert atmosphere

5.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / Inert atmosphere

With di-isopropyl azodicarboxylate; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; toluene; 1.1: |Mitsunobu Displacement / 3.1: |Mitsunobu Displacement / 3.2: |Mitsunobu Displacement;
DOI:10.1039/c3ob40853a