Acetic acid (3S,4R,5R)-5-acetoxymethyl-4-benzyloxy-3-(toluene-4-sulfonyloxy)-tetrahydro-furan-2-yl ester

Base Information

• Chemical Name: Acetic acid (3S,4R,5R)-5-acetoxymethyl-4-benzyloxy-3-(toluene-4-sulfonyloxy)-tetrahydro-furan-2-yl ester
• CAS No.: 213313-45-2
• Molecular Formula: C₂₃H₂₆O₉S
• Molecular Weight: 478.52
• Mol file: 213313-45-2.mol

Synonyms:Acetic acid (3S,4R,5R)-5-acetoxymethyl-4-benzyloxy-3-(toluene-4-sulfonyloxy)-tetrahydro-furan-2-yl ester

Chemical Property of Acetic acid (3S,4R,5R)-5-acetoxymethyl-4-benzyloxy-3-(toluene-4-sulfonyloxy)-tetrahydro-furan-2-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetic acid (3S,4R,5R)-5-acetoxymethyl-4-benzyloxy-3-(toluene-4-sulfonyloxy)-tetrahydro-furan-2-yl ester

There total 1 articles about Acetic acid (3S,4R,5R)-5-acetoxymethyl-4-benzyloxy-3-(toluene-4-sulfonyloxy)-tetrahydro-furan-2-yl 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: 97.0%

acetic anhydride (108-24-7) + methyl 3,5-di-O-benzyl-2-O-(p-toluenesulfonyl)-D-arabinofuranoside (213313-44-1) → Acetic acid (3S,4R,5R)-5-acetoxymethyl-4-benzyloxy-3-(toluene-4-sulfonyloxy)-tetrahydro-furan-2-yl ester (213313-45-2)

Guidance literature:

With sulfuric acid; acetic acid; for 16h; Ambient temperature;

DOI:10.1080/07328309808007470

Reference yield: 97.0%

Acetic acid (3S,4R,5R)-5-acetoxymethyl-4-benzyloxy-3-(toluene-4-sulfonyloxy)-tetrahydro-furan-2-yl ester (213313-45-2) → 5-O-acetyl-3-O-benzyl-2-O-(p-toluenesulfonyl)-D-arabinofuranose

Guidance literature:

With ammonia; In diethyl ether; for 24h; Ambient temperature;

DOI:10.1080/07328309808007470

Reference yield:

Acetic acid (3S,4R,5R)-5-acetoxymethyl-4-benzyloxy-3-(toluene-4-sulfonyloxy)-tetrahydro-furan-2-yl ester (213313-45-2) → 5-O-acetyl-1,2-anhydro-3-O-benzyl-α-D-ribofuranose (213313-47-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / NH₃ / diethyl ether / 24 h / Ambient temperature

2: 95 percent / NaH / tetrahydrofuran / 0.33 h / Ambient temperature

With ammonia; sodium hydride; In tetrahydrofuran; diethyl ether;

DOI:10.1080/07328309808007470

upstream raw materials:

acetic anhydride

methyl 3,5-di-O-benzyl-2-O-(p-toluenesulfonyl)-D-arabinofuranoside

Downstream raw materials:

5-O-acetyl-1,2-anhydro-3-O-benzyl-α-D-ribofuranose