(4S,5S)-4-hyrdoxymethyl-5-phenyl-2-(2-pyridinyl)-1,3-oxazoline

Base Information

• Chemical Name: (4S,5S)-4-hyrdoxymethyl-5-phenyl-2-(2-pyridinyl)-1,3-oxazoline
• CAS No.: 117409-05-9
• Molecular Formula: C₁₅H₁₄N₂O₂
• Molecular Weight: 254.288
• Mol file: 117409-05-9.mol

Synonyms:(4S,5S)-4-hyrdoxymethyl-5-phenyl-2-(2-pyridinyl)-1,3-oxazoline

Chemical Property of (4S,5S)-4-hyrdoxymethyl-5-phenyl-2-(2-pyridinyl)-1,3-oxazoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S,5S)-4-hyrdoxymethyl-5-phenyl-2-(2-pyridinyl)-1,3-oxazoline

There total 2 articles about (4S,5S)-4-hyrdoxymethyl-5-phenyl-2-(2-pyridinyl)-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: 80.0%

(1S,2S)-2-amino-1-phenyl-1,3-diol (28143-91-1) + methyl pyridine-2-imidate (19547-38-7) → (4S,5S)-(+)-4-(Hydroxymethyl)-5-phenyl-2-(2-pyridinyl)-2-oxazolin (117409-05-9)

Guidance literature:

With hydrogenchloride; at 60 ℃; for 12h;

Reference yield:

2-Cyanopyridine (100-70-9,1232006-36-8) + (1R,2R)-2-amino-1-phenylpropane-1,3-diol (46032-98-8) → (4S,5S)-4-hyrdoxymethyl-5-phenyl-2-(2-pyridinyl)-1,3-oxazoline (117409-05-9)

Guidance literature:

With sodium methylate; Yield given. Multistep reaction; 1.) MeOH; 2.) CH₂Cl₂, reflux, 2h;

DOI:10.1016/S0040-4039(01)93469-0

Reference yield: 92.0%

(4S,5S)-4-hyrdoxymethyl-5-phenyl-2-(2-pyridinyl)-1,3-oxazoline (117409-05-9) + methanesulfonyl chloride (124-63-0) → Methanesulfonic acid (4R,5R)-5-phenyl-2-pyridin-2-yl-4,5-dihydro-oxazol-4-ylmethyl ester (127503-12-2)

Guidance literature:

With triethylamine; In dichloromethane; at -5 ℃; for 3h;

DOI:10.1016/S0040-4039(01)93469-0

upstream raw materials:

2-Cyanopyridine

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

(1S,2S)-2-amino-1-phenyl-1,3-diol

methyl pyridine-2-imidate

Downstream raw materials:

(E)-3-Phenyl-acrylic acid (4R,5R)-5-phenyl-2-pyridin-2-yl-4,5-dihydro-oxazol-4-ylmethyl ester

(4S,5S)-4-(trityloxy-methyl)-5-phenyl-2-(2-pyridinyl)-1,3-oxazoline

Methanesulfonic acid (4R,5R)-5-phenyl-2-pyridin-2-yl-4,5-dihydro-oxazol-4-ylmethyl ester

2-((4R,5R)-4-Methoxymethyl-5-phenyl-4,5-dihydro-oxazol-2-yl)-pyridine