(2S,4R,5R)-5-Methoxy-4-(4-methyl-benzoyloxy)-tetrahydro-furan-2-carboxylic acid methyl ester

Base Information

• Chemical Name: (2S,4R,5R)-5-Methoxy-4-(4-methyl-benzoyloxy)-tetrahydro-furan-2-carboxylic acid methyl ester
• CAS No.: 183201-30-1
• Molecular Formula: C₁₅H₁₈O₆
• Molecular Weight: 294.304
• Mol file: 183201-30-1.mol

Synonyms:(2S,4R,5R)-5-Methoxy-4-(4-methyl-benzoyloxy)-tetrahydro-furan-2-carboxylic acid methyl ester

Chemical Property of (2S,4R,5R)-5-Methoxy-4-(4-methyl-benzoyloxy)-tetrahydro-furan-2-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4R,5R)-5-Methoxy-4-(4-methyl-benzoyloxy)-tetrahydro-furan-2-carboxylic acid methyl ester

There total 7 articles about (2S,4R,5R)-5-Methoxy-4-(4-methyl-benzoyloxy)-tetrahydro-furan-2-carboxylic acid methyl ester 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:

((1R,2R,5R)-4-Methoxy-3,6-dioxa-bicyclo[3.1.0]hex-2-yl)-methanol → (2S,4R,5R)-5-Methoxy-4-(4-methyl-benzoyloxy)-tetrahydro-furan-2-carboxylic acid methyl ester (183201-30-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 0.597 g / LiEt₃BH / tetrahydrofuran / 4 h / Ambient temperature

4: tetrabutylammonium fluoride

5: sodium periodate, ruthenium(IV) oxide

6: 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride

With ruthenium(IV) oxide; sodium periodate; tetrabutyl ammonium fluoride; lithium triethylborohydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran;

Reference yield:

methyl β-D-erythro-3-deoxy-pentofuranoside (4395-36-2) → (2S,4R,5R)-5-Methoxy-4-(4-methyl-benzoyloxy)-tetrahydro-furan-2-carboxylic acid methyl ester (183201-30-1)

Guidance literature:

Multi-step reaction with 5 steps

3: tetrabutylammonium fluoride

4: sodium periodate, ruthenium(IV) oxide

5: 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride

With ruthenium(IV) oxide; sodium periodate; tetrabutyl ammonium fluoride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;

Reference yield:

4-methyl-benzoyl chloride (874-60-2) → (2S,4R,5R)-5-Methoxy-4-(4-methyl-benzoyloxy)-tetrahydro-furan-2-carboxylic acid methyl ester (183201-30-1)

Guidance literature:

Multi-step reaction with 4 steps

2: tetrabutylammonium fluoride

3: sodium periodate, ruthenium(IV) oxide

4: 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride

With ruthenium(IV) oxide; sodium periodate; tetrabutyl ammonium fluoride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;

upstream raw materials:

methanol

methyl β-D-erythro-3-deoxy-pentofuranoside

4-methyl-benzoyl chloride

Downstream raw materials:

1-O-methyl-2-O-p-toluoyl-3-deoxy-β-D-ribofuranuronic acid methylamide