4-methylphenyl 6-deoxy-2,3-O-1-methylethylidene-1-thio-α-L-allofuranoside

Base Information

• Chemical Name: 4-methylphenyl 6-deoxy-2,3-O-1-methylethylidene-1-thio-α-L-allofuranoside
• CAS No.: 1356826-96-4
• Molecular Formula: C₁₆H₂₂O₄S
• Molecular Weight: 310.414
• Mol file: 1356826-96-4.mol

Synonyms:4-methylphenyl 6-deoxy-2,3-O-1-methylethylidene-1-thio-α-L-allofuranoside

Chemical Property of 4-methylphenyl 6-deoxy-2,3-O-1-methylethylidene-1-thio-α-L-allofuranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-methylphenyl 6-deoxy-2,3-O-1-methylethylidene-1-thio-α-L-allofuranoside

There total 3 articles about 4-methylphenyl 6-deoxy-2,3-O-1-methylethylidene-1-thio-α-L-allofuranoside 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:

4-methylphenyl 2,3-O-1-methylethylidene-1-thio-β-D-ribopentodialdo-1,4-furanoside (1356826-94-2) + methylmagnesium bromide (75-16-1) → 4-methylphenyl 6-deoxy-2,3-O-1-methylethylidene-1-thio-α-L-allofuranoside (1356826-96-4) + 4-methylphenyl 6-deoxy-2,3-O-1-methylethylidene-1-thio-β-Dallofuranoside (1356826-95-3)

Guidance literature:

4-methylphenyl 2,3-O-1-methylethylidene-1-thio-β-D-ribopentodialdo-1,4-furanoside; methylmagnesium bromide; In tetrahydrofuran; at -30 ℃; for 2.5h;

With ammonium chloride; In tetrahydrofuran; water;

Reference yield:

p-tolyl 1-thio-β-D-ribofuranoside (1131610-84-8) → 4-methylphenyl 6-deoxy-2,3-O-1-methylethylidene-1-thio-α-L-allofuranoside (1356826-96-4)

Guidance literature:

Multi-step reaction with 3 steps

1: magnesium sulfate / (1S)-10-camphorsulfonic acid / acetone / 5 h / 20 °C

2: magnesium sulfate; Dess-Martin periodane / dichloromethane / 8 h / 20 °C

3: tetrahydrofuran / 2.5 h / -30 °C

With magnesium sulfate; Dess-Martin periodane; (1S)-10-camphorsulfonic acid; In tetrahydrofuran; dichloromethane; acetone;

Reference yield:

C15H20O4S → 4-methylphenyl 6-deoxy-2,3-O-1-methylethylidene-1-thio-α-L-allofuranoside (1356826-96-4)

Guidance literature:

Multi-step reaction with 2 steps

1: magnesium sulfate; Dess-Martin periodane / dichloromethane / 8 h / 20 °C

2: tetrahydrofuran / 2.5 h / -30 °C

With magnesium sulfate; Dess-Martin periodane; In tetrahydrofuran; dichloromethane;

upstream raw materials:

4-methylphenyl 2,3-O-1-methylethylidene-1-thio-β-D-ribopentodialdo-1,4-furanoside

methylmagnesium bromide

p-tolyl 1-thio-β-D-ribofuranoside

Downstream raw materials:

4-methylphenyl 6-deoxy-5-O-tosyl-2,3-O-1-methylethylidene-1-thio-α-L-allofuranoside

4-methylphenyl 5-azido-5,6-dideoxy-2,3-O-1-methylethylidene-1-thio-β-D-allofuranoside

C₁₃H₁₇N₃O₃S

5-O-(5-amino-5,6-dideoxy-β-D-allofuranosyl)-paromamine