methyl 2,3,4-tri-O-benzoyl-1-thio-α-L-rhamnopyranoside

Base Information

• Chemical Name: methyl 2,3,4-tri-O-benzoyl-1-thio-α-L-rhamnopyranoside
• CAS No.: 115678-19-8
• Molecular Formula: C₂₈H₂₆O₇S
• Molecular Weight: 506.576
• Mol file: 115678-19-8.mol

Synonyms:methyl 2,3,4-tri-O-benzoyl-1-thio-α-L-rhamnopyranoside

Chemical Property of methyl 2,3,4-tri-O-benzoyl-1-thio-α-L-rhamnopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2,3,4-tri-O-benzoyl-1-thio-α-L-rhamnopyranoside

There total 3 articles about methyl 2,3,4-tri-O-benzoyl-1-thio-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: 90.0%

benzoyl chloride (98-88-4) + methyl 1-thio-α-L-rhamnopyranoside (115678-08-5) → methyl 2,3,4-tri-O-benzoyl-1-thio-α-L-rhamnopyranoside (115678-19-8)

Guidance literature:

With pyridine; at 0 - 25 ℃; for 6h;

DOI:10.1021/jo00252a030

Reference yield:

1,2,3,4-tetra-O-acetyl-L-rhamnopyranose (7404-35-5,17081-04-8,20853-37-6,24332-95-4,27821-10-9,27821-11-0,33947-15-8,34371-40-9,34371-41-0,35521-79-0,36807-81-5,36807-82-6,50615-78-6,51921-33-6,62182-03-0,64913-16-2,70004-81-8,84622-47-9,87303-56-8,108942-32-1,108942-33-2,109430-94-6,143394-72-3,30021-94-4) → methyl 2,3,4-tri-O-benzoyl-1-thio-α-L-rhamnopyranoside (115678-19-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 77 percent / BF₃*Et₂O / CH₂Cl₂ / 1 h / 0 - 25 °C

2: 98 percent / sodium methoxide / methanol / 4 h / 25 °C

3: 90 percent / pyridine / 6 h / 0 - 25 °C

With pyridine; boron trifluoride diethyl etherate; sodium methylate; In methanol; dichloromethane;

DOI:10.1021/jo00252a030

Reference yield:

methyl 2,3,4-tri-O-acetyl-1-thio-α-L-rhamnopyranoside (84635-55-2) → methyl 2,3,4-tri-O-benzoyl-1-thio-α-L-rhamnopyranoside (115678-19-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / sodium methoxide / methanol / 4 h / 25 °C

2: 90 percent / pyridine / 6 h / 0 - 25 °C

With pyridine; sodium methylate; In methanol;

DOI:10.1021/jo00252a030

upstream raw materials:

benzoyl chloride

methyl 1-thio-α-L-rhamnopyranoside

1,2,3,4-tetra-O-acetyl-L-rhamnopyranose

methyl 2,3,4-tri-O-acetyl-1-thio-α-L-rhamnopyranoside

Downstream raw materials:

2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl bromide

Refernces