(2S,3R)-2-Azido-3-biphenyl-4-yl-3-[3-(2-methoxy-ethoxymethoxy)-phenyl]-propionic acid

Base Information

• Chemical Name: (2S,3R)-2-Azido-3-biphenyl-4-yl-3-[3-(2-methoxy-ethoxymethoxy)-phenyl]-propionic acid
• CAS No.: 208391-48-4
• Molecular Formula: C₂₅H₂₅N₃O₅
• Molecular Weight: 447.491
• Mol file: 208391-48-4.mol

Synonyms:(2S,3R)-2-Azido-3-biphenyl-4-yl-3-[3-(2-methoxy-ethoxymethoxy)-phenyl]-propionic acid

Chemical Property of (2S,3R)-2-Azido-3-biphenyl-4-yl-3-[3-(2-methoxy-ethoxymethoxy)-phenyl]-propionic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R)-2-Azido-3-biphenyl-4-yl-3-[3-(2-methoxy-ethoxymethoxy)-phenyl]-propionic acid

There total 6 articles about (2S,3R)-2-Azido-3-biphenyl-4-yl-3-[3-(2-methoxy-ethoxymethoxy)-phenyl]-propionic acid 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: 75.0%

(S)-3-{(2S,3R)-2-Azido-3-biphenyl-4-yl-3-[3-(2-methoxy-ethoxymethoxy)-phenyl]-propionyl}-4-phenyl-oxazolidin-2-one (208391-46-2) → (S)-4-phenyl-2-oxazolidinone (99395-88-7,7480-32-2) + (2S,3R)-2-Azido-3-biphenyl-4-yl-3-[3-(2-methoxy-ethoxymethoxy)-phenyl]-propionic acid (208391-48-4)

Guidance literature:

With lithium hydroxide; dihydrogen peroxide;

DOI:10.1016/S0040-4039(98)00516-4

Reference yield:

meta-hydroxybenzaldehyde (100-83-4) → (2S,3R)-2-Azido-3-biphenyl-4-yl-3-[3-(2-methoxy-ethoxymethoxy)-phenyl]-propionic acid (208391-48-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 94 percent / DIEA

2: 85 percent / piperidine / pyridine

3: 1.) (CH₃)3CCOCl

4: 90 percent / CuBr*Me₂S

5: 1.) KHMDS, NaH, trisyl azide, 2.) HOAc

6: 75 percent / LiOH, H₂O₂

With piperidine; lithium hydroxide; copper(I) bromide dimethylsulfide complex; 2,4,6-Triisopropylbenzenesulfonyl azide; dihydrogen peroxide; pivaloyl chloride; potassium hexamethylsilazane; sodium hydride; acetic acid; N-ethyl-N,N-diisopropylamine; In pyridine;

DOI:10.1016/S0040-4039(98)00516-4

Reference yield:

(3-methoxyethoxymethyloxy)benzaldehyde (139461-72-6) → (2S,3R)-2-Azido-3-biphenyl-4-yl-3-[3-(2-methoxy-ethoxymethoxy)-phenyl]-propionic acid (208391-48-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 85 percent / piperidine / pyridine

2: 1.) (CH₃)3CCOCl

3: 90 percent / CuBr*Me₂S

4: 1.) KHMDS, NaH, trisyl azide, 2.) HOAc

5: 75 percent / LiOH, H₂O₂

With piperidine; lithium hydroxide; copper(I) bromide dimethylsulfide complex; 2,4,6-Triisopropylbenzenesulfonyl azide; dihydrogen peroxide; pivaloyl chloride; potassium hexamethylsilazane; sodium hydride; acetic acid; In pyridine;

DOI:10.1016/S0040-4039(98)00516-4

upstream raw materials:

(S)-3-{(2S,3R)-2-Azido-3-biphenyl-4-yl-3-[3-(2-methoxy-ethoxymethoxy)-phenyl]-propionyl}-4-phenyl-oxazolidin-2-one

meta-hydroxybenzaldehyde

(3-methoxyethoxymethyloxy)benzaldehyde

(E)-3-[3-(2-Methoxy-ethoxymethoxy)-phenyl]-acrylic acid