(6-methoxy-2,2-dimethyl-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-7-yl) 4-methylbenzenesulfonate

Base Information

• Chemical Name: (6-methoxy-2,2-dimethyl-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-7-yl) 4-methylbenzenesulfonate
• CAS No.: 6847-76-3
• Molecular Formula: C16H22O7S
• Molecular Weight: 358.4067
• NSC Number: 108117,103557
• DSSTox Substance ID: DTXSID10968581

Synonyms:53796-89-7;NSC103557;6847-76-3;DTXSID10968581;NSC108117;NSC-103557;NSC-108117;Methyl 2-O-(4-methylbenzene-1-sulfonyl)-3,4-O-(1-methylethylidene)pentopyranoside

Chemical Property of (6-methoxy-2,2-dimethyl-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-7-yl) 4-methylbenzenesulfonate

Chemical Property:

• Vapor Pressure: 7.03E-09mmHg at 25°C
• Boiling Point: 479.1°Cat760mmHg
• Flash Point: 243.6°C
• Density: 1.33g/cm³
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 358.10862421
• Heavy Atom Count: 24
• Complexity: 533

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)OC2C3C(COC2OC)OC(O3)(C)C

Technology Process of (6-methoxy-2,2-dimethyl-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-7-yl) 4-methylbenzenesulfonate

There total 4 articles about (6-methoxy-2,2-dimethyl-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-7-yl) 4-methylbenzenesulfonate 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:

methyl β-L-arabinopyranoside (91-09-8,612-05-5,1825-00-9,2500-78-9,3867-83-2,3945-28-6,5328-63-2,6206-67-3,6207-01-8,6207-03-0,7404-24-2,14703-09-4,17289-61-1,18449-76-8,33509-64-7,36793-06-3,41897-31-8,41897-32-9,41897-33-0,41897-34-1,41897-37-4,41897-38-5,41897-39-6,53448-52-5,65137-86-2,89615-04-3,89615-05-4,131233-91-5) → methyl 3,4-O-isopropylidene-β-L-Ara 2-O-tosylate (6847-76-3)

Guidance literature:

Multi-step reaction with 2 steps

1: phosphorus (V)-oxide

2: pyridine

With pyridine; phosphorus pentoxide;

DOI:10.1039/jr9470000969 DOI:10.1039/jr9460000990

Reference yield:

p-toluenesulfonyl chloride (98-59-9) + methyl 3,4-O-isopropylidene-β-L-arabinopyranoside (6960-39-0,817620-70-5) → methyl 3,4-O-isopropylidene-β-L-Ara 2-O-tosylate (6847-76-3)

Guidance literature:

With pyridine;

DOI:10.1039/jr9470000969 DOI:10.1039/jr9460000990

Reference yield:

→ Methyl-2-O-tosyl-3,4-O-isopropyliden-β-D-arabinopyranosid (4421-83-4,6847-76-3,51450-05-6,53796-89-7,79549-20-5)

Guidance literature:

aus 3,4-O-Isopropyliden-β-D-arabinopyranosid (2);

DOI:10.1021/ja00709a047

upstream raw materials:

p-toluenesulfonyl chloride

methyl 3,4-O-isopropylidene-β-L-arabinopyranoside

methyl β-L-arabinopyranoside

Downstream raw materials:

methyl 3,4-O-isopropylidene-β-L-arabinopyranoside

methyl-(β-L-erythro-3-deoxy-pentopyranoside)

Methyl-3,4-di-O-acetyl-2-O-(p-tolylsulfonyl)-β-L-arabinopyranosid

methyl-[O³,O⁴-((S)-benzylidene)-O²-(toluene-4-sulfonyl)-β-L-arabinopyranoside]

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