cis-(4R,5S,1'S)-5-<1'-(benzyloxy)ethyl>-4-(methoxycarbonyl)-2-(p-methoxyphenyl)-2-oxazoline

Base Information

• Chemical Name: cis-(4R,5S,1'S)-5-<1'-(benzyloxy)ethyl>-4-(methoxycarbonyl)-2-(p-methoxyphenyl)-2-oxazoline
• CAS No.: 158719-52-9
• Molecular Formula: C₂₁H₂₃NO₅
• Molecular Weight: 369.417
• Mol file: 158719-52-9.mol

Synonyms:cis-(4R,5S,1'S)-5-<1'-(benzyloxy)ethyl>-4-(methoxycarbonyl)-2-(p-methoxyphenyl)-2-oxazoline

Chemical Property of cis-(4R,5S,1'S)-5-<1'-(benzyloxy)ethyl>-4-(methoxycarbonyl)-2-(p-methoxyphenyl)-2-oxazoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cis-(4R,5S,1'S)-5-<1'-(benzyloxy)ethyl>-4-(methoxycarbonyl)-2-(p-methoxyphenyl)-2-oxazoline

There total 1 articles about cis-(4R,5S,1'S)-5-<1'-(benzyloxy)ethyl>-4-(methoxycarbonyl)-2-(p-methoxyphenyl)-2-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:

2-(p-methoxyphenyl)-5-methoxyoxazole (67567-57-1) + (S)-2-(benzyloxy)propanal (81445-44-5) → methyl (4S,5S,1'S)-5-<1'-(benzyloxy)ethyl>-2-(p-methoxyphenyl)-2-oxazoline-4-carboxylate (158719-53-0) + cis-(4R,5S,1'S)-5-<1'-(benzyloxy)ethyl>-4-(methoxycarbonyl)-2-(p-methoxyphenyl)-2-oxazoline (158719-52-9) + (4S,5R)-5-((S)-1-Benzyloxy-ethyl)-2-(4-methoxy-phenyl)-4,5-dihydro-oxazole-4-carboxylic acid methyl ester (158719-55-2) + cis-(4S,5R,1'R)-5-<1'-(benzyloxy)ethyl>-4-(methoxycarbonyl)-2-(p-methoxyphenyl)-2-oxazoline

Guidance literature:

tin(IV) chloride; In dichloromethane; at -20 ℃; for 2h; Yield given. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo00091a023

Reference yield: 89.0%

cis-(4R,5S,1'S)-5-<1'-(benzyloxy)ethyl>-4-(methoxycarbonyl)-2-(p-methoxyphenyl)-2-oxazoline (158719-52-9) → methyl (4S,5S,1'S)-5-<1'-(benzyloxy)ethyl>-2-(p-methoxyphenyl)-2-oxazoline-4-carboxylate (158719-53-0)

Guidance literature:

With triethylamine; In acetonitrile; for 27h; Heating;

DOI:10.1021/jo00091a023

Reference yield: 48.0%

cis-(4R,5S,1'S)-5-<1'-(benzyloxy)ethyl>-4-(methoxycarbonyl)-2-(p-methoxyphenyl)-2-oxazoline (158719-52-9) → (3aR,6S,6aS)-2-(4-Methoxy-phenyl)-6-methyl-6,6a-dihydro-3aH-furo[3,4-d]oxazol-4-one

Guidance literature:

With hydrogen; palladium; In methanol; acetic acid; for 24h; under 7600 Torr;

DOI:10.1021/jo00091a023

upstream raw materials:

2-(p-methoxyphenyl)-5-methoxyoxazole

(S)-2-(benzyloxy)propanal

Downstream raw materials:

methyl (4S,5S,1'S)-5-<1'-(benzyloxy)ethyl>-2-(p-methoxyphenyl)-2-oxazoline-4-carboxylate