methyl 2,3-O-isopropylidene-6-O-p-toluenesulfonyl-α-D-mannopyranoside

Base Information

• Chemical Name: methyl 2,3-O-isopropylidene-6-O-p-toluenesulfonyl-α-D-mannopyranoside
• CAS No.: 112612-45-0
• Molecular Formula: C₁₇H₂₄O₈S
• Molecular Weight: 388.439
• Mol file: 112612-45-0.mol

Synonyms:methyl 2,3-O-isopropylidene-6-O-p-toluenesulfonyl-α-D-mannopyranoside

Chemical Property of methyl 2,3-O-isopropylidene-6-O-p-toluenesulfonyl-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2,3-O-isopropylidene-6-O-p-toluenesulfonyl-α-D-mannopyranoside

There total 4 articles about methyl 2,3-O-isopropylidene-6-O-p-toluenesulfonyl-α-D-mannopyranoside 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: 100.0%

methyl 6-O-(p-tolylsulfonyl)-α-D-mannopyranoside (51103-66-3) + 2,2-dimethoxy-propane (77-76-9) → methyl 2,3-O-isopropylidene-6-O-p-toluenesulfonyl-α-D-mannopyranoside (112612-45-0)

Guidance literature:

With camphor-10-sulfonic acid; In acetone; for 2h; Ambient temperature;

DOI:10.1016/S0957-4166(99)00240-2

Reference yield:

(2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol (617-04-9) → methyl 2,3-O-isopropylidene-6-O-p-toluenesulfonyl-α-D-mannopyranoside (112612-45-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 16.35 g / pyridine / 100 h / -10 °C

2: 14.91 g / camphorsulphonic acid / acetone / 17 h

With pyridine; camphor-10-sulfonic acid; In acetone;

DOI:10.1016/S0040-4020(99)00138-6

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → methyl 2,3-O-isopropylidene-6-O-p-toluenesulfonyl-α-D-mannopyranoside (112612-45-0)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 10 °C

2: camphor sulphonic acid / acetone; dimethylformamide

With camphor-10-sulfonic acid; In pyridine; N,N-dimethyl-formamide; acetone;

DOI:10.1016/0040-4039(95)01518-3

upstream raw materials:

methyl 6-O-(p-tolylsulfonyl)-α-D-mannopyranoside

2,2-dimethoxy-propane

(2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol

methyl 2,3:4,6-di-O-isopropylidene-α-D-mannopyranoside

Downstream raw materials:

methyl 4-O-benzoyl-2,3-O-isopropylidene-6-O-tosyl-α-D-mannopyranoside

methyl 2,3-O-isopropylidene-α-D-rhamnopyranoside

methyl 2,3-O-isopropylidene-6-O-p-toluenesulfonyl-α-D-lyxohexopyran-4-uloside

Imidazole-1-carbothioic acid O-[(3aS,4S,6R,7R,7aS)-4-methoxy-2,2-dimethyl-6-(toluene-4-sulfonyloxymethyl)-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl] ester