methyl-[O²-benzoyl-O⁴,O⁶-((R)-benzylidene)-O³-(toluene-4-sulfonyl)-α-D-glucopyranoside]

Base Information

• Chemical Name: methyl-[O²-benzoyl-O⁴,O⁶-((R)-benzylidene)-O³-(toluene-4-sulfonyl)-α-D-glucopyranoside]
• CAS No.: 66674-14-4
• Molecular Formula: C₂₈H₂₈O₉S
• Molecular Weight: 540.591
• Mol file: 66674-14-4.mol

Synonyms:methyl-[O²-benzoyl-O⁴,O⁶-((R)-benzylidene)-O³-(toluene-4-sulfonyl)-α-D-glucopyranoside]

Chemical Property of methyl-[O²-benzoyl-O⁴,O⁶-((R)-benzylidene)-O³-(toluene-4-sulfonyl)-α-D-glucopyranoside]

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl-[O²-benzoyl-O⁴,O⁶-((R)-benzylidene)-O³-(toluene-4-sulfonyl)-α-D-glucopyranoside]

There total 8 articles about methyl-[O²-benzoyl-O⁴,O⁶-((R)-benzylidene)-O³-(toluene-4-sulfonyl)-α-D-glucopyranoside] 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: 74.0%

methyl 2-O-benzoyl-4,6-O-benzylidene-α-D-allopyranoside (56253-26-0) + p-toluenesulfonyl chloride (98-59-9) → methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-p-tolylsulfonyl-α-D-allopyranoside (28538-12-7,56341-64-1,58635-63-5,66674-14-4,86420-76-0,99265-95-9)

Guidance literature:

In pyridine; 0 deg C, 24 h, RT, 5 d;

Reference yield:

methyl 4,6-O-benzylidene-α-D-galactopyranoside (64552-06-3) → methyl-[O2-benzoyl-O4,O6-((S)-benzylidene)-O3-(toluene-4-sulfonyl)-α-D-galactopyranoside] (28538-12-7,56341-64-1,58635-63-5,66674-14-4,86420-76-0,99265-95-9)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine; chloroform

2: pyridine; chloroform

With pyridine; chloroform;

DOI:10.1002/hlca.660280127

Reference yield:

p-toluenesulfonyl chloride (98-59-9) + methyl 2-O-benzoyl-4,6-O-benzylidene-α-D-galactopyranoside (86420-70-4) → methyl-[O2-benzoyl-O4,O6-((S)-benzylidene)-O3-(toluene-4-sulfonyl)-α-D-galactopyranoside] (28538-12-7,56341-64-1,58635-63-5,66674-14-4,86420-76-0,99265-95-9)

Guidance literature:

With pyridine; chloroform;

DOI:10.1002/hlca.660280127

upstream raw materials:

p-toluenesulfonyl chloride

methyl 2-O-benzoyl-4,6-di-O-benzylidene-α-D-glucopyranoside

benzoyl chloride

methyl-[O⁴,O⁶-((R)-benzylidene)-O³-trifluoroacetyl-α-D-glucopyranoside]

Downstream raw materials:

methyl 4,6-O-(R)-benzylidene-2-O-methyl-α-D-altropyranoside

methyl-[O⁴,O⁶-((R)-benzylidene-O²,O³-dimethyl-α-D-altropyranoside]

methyl-[O³-benzoyl-O⁴,O⁶-((R)-benzylidene)-O²-methyl-α-D-altropyranoside]

methyl-[O⁴,O⁶-((R)-benzylidene)-O²-methyl-O³-(toluene-4-sulfonyl)-α-D-altropyranoside]