benzyl 4-O-benzoyl-2,3-O-isopropylidene-α-L-rhamnopyranoside

Base Information

• Chemical Name: benzyl 4-O-benzoyl-2,3-O-isopropylidene-α-L-rhamnopyranoside
• CAS No.: 105285-86-7
• Molecular Formula: C₂₃H₂₆O₆
• Molecular Weight: 398.456
• Mol file: 105285-86-7.mol

Synonyms:benzyl 4-O-benzoyl-2,3-O-isopropylidene-α-L-rhamnopyranoside

Chemical Property of benzyl 4-O-benzoyl-2,3-O-isopropylidene-α-L-rhamnopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 4-O-benzoyl-2,3-O-isopropylidene-α-L-rhamnopyranoside

There total 4 articles about benzyl 4-O-benzoyl-2,3-O-isopropylidene-α-L-rhamnopyranoside 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: 81.0%

benzyl 2,3-O-isopropylidene-α-L-rhamnopyranoside (53270-14-7) + benzoyl chloride (98-88-4) → benzyl 4-O-benzoyl-2,3-O-isopropylidene-α-L-rhamnopyranoside (105285-86-7)

Guidance literature:

With pyridine; at 0 ℃; for 1h;

DOI:10.1016/S0008-6215(00)90311-2

Reference yield:

L-rhamnose (73-34-7) → benzyl 4-O-benzoyl-2,3-O-isopropylidene-α-L-rhamnopyranoside (105285-86-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 54 percent / Amberlyst 15-H⁽¹⁺⁾ / 16 h / 45 °C

2: 98 percent / TsOH / 1 h / 20 °C

3: pyridine / 1 h / 0 °C

With pyridine; Amberlyst 15-H⁽¹⁺⁾; toluene-4-sulfonic acid;

DOI:10.1016/S0040-4039(02)02237-2

Reference yield:

(2R,3R,4R,5R,6S)-2-benzyloxy-tetrahydro-6-methyl-2H-pyran-3,4,5-triol (3359-35-1,16741-29-0,71731-74-3,78120-06-6,84911-79-5,84911-80-8,87598-99-0,87599-00-6,88818-92-2,97133-57-8,114298-06-5,127000-09-3) → benzyl 4-O-benzoyl-2,3-O-isopropylidene-α-L-rhamnopyranoside (105285-86-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / TsOH / 1 h / 20 °C

2: pyridine / 1 h / 0 °C

With pyridine; toluene-4-sulfonic acid;

DOI:10.1016/S0040-4039(02)02237-2

upstream raw materials:

benzyl 2,3-O-isopropylidene-α-L-rhamnopyranoside

benzoyl chloride

L-rhamnose

(2R,3R,4R,5R,6S)-2-benzyloxy-tetrahydro-6-methyl-2H-pyran-3,4,5-triol

Downstream raw materials:

benzyl 3,4-di-O-benzoyl-2-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-α-L-rhamnopyranoside

benzyl (2,4-di-O-benzoyl-3-O-chloroacetyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzoyl-α-L-rhamnopyranoside

benzyl (2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzoyl-α-L-rhamnopyranoside

benzyl 3,4-di-O-benzoyl-α-L-rhamnopyranoside