(+)-(2S,3S)-1-amino-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropane

Base Information

• Chemical Name: (+)-(2S,3S)-1-amino-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropane
• CAS No.: 98819-73-9
• Molecular Formula: C₁₇H₂₁NO₃
• Molecular Weight: 287.359
• Mol file: 98819-73-9.mol

Synonyms:(+)-(2S,3S)-1-amino-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropane

Chemical Property of (+)-(2S,3S)-1-amino-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-(2S,3S)-1-amino-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropane

There total 39 articles about (+)-(2S,3S)-1-amino-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropane 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: 83.0%

(2RS,3SR)-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenyl-1-tosyloxypropane (98769-73-4) → (2RS,3SR)-1-amino-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropane (93851-63-9,93851-64-0,93853-03-3,98769-74-5,98769-76-7,98819-73-9)

Guidance literature:

With ammonium hydroxide; In N,N-dimethyl acetamide; Ambient temperature; sealed flask;

DOI:10.1016/S0040-4020(01)96541-X

Reference yield: 75.0%

(1S,2S)-3-azido-1-(2-ethoxyphenoxy)-1-phenylpropan-2-ol → (+)-(2S,3S)-1-amino-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropane (98819-73-9)

Guidance literature:

With hydrogen; In ethanol; for 20h;

DOI:10.1002/bkcs.11627

Reference yield:

(2E)-3-phenyl-2-propen-1-ol (4407-36-7) → (2RS,3SR)-1-amino-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropane (93851-63-9,93851-64-0,93853-03-3,98769-74-5,98769-76-7,98819-73-9)

Guidance literature:

Multi-step reaction with 4 steps

1: MCPBA / CH₂Cl₂ / 0 deg C, 1.5 h, then RT, 24 h

2: 1.) NaOH / 1.) H₂O, 70 deg C; 2.) H₂O, 70 deg C, 2.5 h

3: 67 percent / pyridine / -10 deg C, 2 h, then RT, 2 h

4: 83 percent / 30percent NH₄OH / N,N-dimethyl-acetamide / Ambient temperature; sealed flask

With ammonium hydroxide; sodium hydroxide; 3-chloro-benzenecarboperoxoic acid; In pyridine; dichloromethane; N,N-dimethyl acetamide;

DOI:10.1016/S0040-4020(01)96541-X

upstream raw materials:

(2RS,3SR)-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenyl-1-tosyloxypropane

2-Ethoxyphenol

trans-2,3-epoxy-3-phenylpropan-1-ol

(2RS,3SR)-3-(2-ethoxyphenoxy)-1,2-dihydroxy-3-phenylpropane

Downstream raw materials:

(S,S)-reboxetine (S)-mandelate

(2RS,3RS)-6-<α-(2-ethoxyphenoxy)benzyl>morpholin-3-one

reboxetine

(S,S)-reboxetine