methyl 3-O-p-tolylsulfonyl-4,6-O-benzylidene-β-D-galactopyranoside

Base Information

• Chemical Name: methyl 3-O-p-tolylsulfonyl-4,6-O-benzylidene-β-D-galactopyranoside
• CAS No.: 115224-98-1
• Molecular Formula: C₂₁H₂₄O₈S
• Molecular Weight: 436.483
• Mol file: 115224-98-1.mol

Synonyms:methyl 3-O-p-tolylsulfonyl-4,6-O-benzylidene-β-D-galactopyranoside

Chemical Property of methyl 3-O-p-tolylsulfonyl-4,6-O-benzylidene-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3-O-p-tolylsulfonyl-4,6-O-benzylidene-β-D-galactopyranoside

There total 4 articles about methyl 3-O-p-tolylsulfonyl-4,6-O-benzylidene-β-D-galactopyranoside 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: 98.0%

methyl 4,6-O-benzylidene-β-D-galactopyranoside (3162-96-7,4148-58-7,4153-17-7,4288-93-1,5328-47-2,6988-39-2,13566-32-0,14155-23-8,27994-50-9,37093-57-5,37093-59-7,57701-27-6,59168-66-0,64552-06-3,65391-13-1,65391-14-2,65530-26-9,66512-65-0,71117-36-7,71117-37-8,71117-41-4,72904-85-9,74560-56-8,79549-74-9,86783-81-5,96093-51-5,98633-13-7,110415-35-5,110415-36-6,110850-29-8,124020-29-7,126924-12-7,129263-21-4,131433-03-9,145920-49-6,146863-04-9) + p-toluenesulfonyl chloride (98-59-9) → methyl 3-O-p-tolylsulfonyl-4,6-O-benzylidene-β-D-galactopyranoside (115224-98-1)

Guidance literature:

With potassium iodide; silver(l) oxide; In dichloromethane; at 20 ℃;

DOI:10.1021/jo0497252

Reference yield: 73.3%

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) → methyl 4,6-O-benzylidene-3-O-p-tolylsulfonyl-α-D-allopyranoside (6698-34-6,14187-69-0,32934-18-2,66674-15-5,84275-96-7,86420-68-0,86470-08-8,99265-90-4,99265-96-0,99265-99-3,115224-98-1,139893-72-4)

Guidance literature:

With lithium triethylborohydride; In tetrahydrofuran; for 0.333333h; Heating;

Reference yield:

methyl 2-O-benzoyl-4,6-O-benzylidene-α-D-allopyranoside (56253-26-0) → methyl 4,6-O-benzylidene-3-O-p-tolylsulfonyl-α-D-allopyranoside (6698-34-6,14187-69-0,32934-18-2,66674-15-5,84275-96-7,86420-68-0,86470-08-8,99265-90-4,99265-96-0,99265-99-3,115224-98-1,139893-72-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / pyridine / 0 deg C, 24 h, RT, 5 d

2: 68 percent / BaO / methanol / 0.5 h / Heating

With barium(II) oxide; In pyridine; methanol;

upstream raw materials:

methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-p-tolylsulfonyl-α-D-allopyranoside

methyl 2-O-benzoyl-4,6-O-benzylidene-α-D-allopyranoside

p-toluenesulfonyl chloride

methyl 4,6-O-benzylidene-β-D-galactopyranoside

Downstream raw materials:

methyl 4,6-O-benzylidene-3-O-p-tolylsulfonyl-α-D-allopyranoside