2'-methyl-(1,6-anhydro-3-deoxy-3-C-formyl-2-O-(p-methoxybenzyl)-β-D-altropyranosido)-<3,4:4',5'>-Δ^2'-oxazoline

Base Information

• Chemical Name: 2'-methyl-(1,6-anhydro-3-deoxy-3-C-formyl-2-O-(p-methoxybenzyl)-β-D-altropyranosido)-<3,4:4',5'>-Δ^2'-oxazoline
• CAS No.: 144152-56-7
• Molecular Formula: C₁₇H₁₉NO₆
• Molecular Weight: 333.341

Synonyms:2'-methyl-(1,6-anhydro-3-deoxy-3-C-formyl-2-O-(p-methoxybenzyl)-β-D-altropyranosido)-<3,4:4',5'>-Δ^2'-oxazoline

Chemical Property of 2'-methyl-(1,6-anhydro-3-deoxy-3-C-formyl-2-O-(p-methoxybenzyl)-β-D-altropyranosido)-<3,4:4',5'>-Δ^2'-oxazoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2'-methyl-(1,6-anhydro-3-deoxy-3-C-formyl-2-O-(p-methoxybenzyl)-β-D-altropyranosido)-<3,4:4',5'>-Δ^2'-oxazoline

There total 11 articles about 2'-methyl-(1,6-anhydro-3-deoxy-3-C-formyl-2-O-(p-methoxybenzyl)-β-D-altropyranosido)-<3,4:4',5'>-Δ^2'-oxazoline 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:

(-)-1,6-anhydro-4-O-benzoyl-2,3-isopropylidene-β-D-mannopyranose (131940-20-0) → 2'-methyl-(1,6-anhydro-3-deoxy-3-C-formyl-2-O-(p-methoxybenzyl)-β-D-altropyranosido)-<3,4:4',5'>-Δ2'-oxazoline (144152-56-7)

Guidance literature:

Multi-step reaction with 10 steps

1: 100 percent / 20percent aq. CH₃COOH / 5 h / 100 °C

2: 1.) Bu₂SnO, 2.) n-Bu₄NI / 1.) C₆H₆, reflux, 2 h, 2.) C₆H₆, reflux, 40 h

3: 98 percent / Dess-Martin periodinane, t-BuOH / CH₂Cl₂ / 2 h

4: 1.) NaH / 1.) THF, 0 deg C, 1 h, 2.) THF, -78 deg C, 1 h

5: 92 percent / L-selectride / tetrahydrofuran / 2 h

6: 68 percent / imidazole / dimethylformamide / 4 h

7: 70 percent / DBU

8: I(Coll)ClO₄ / acetonitrile / 1 h / 55 °C

9: Zn / ethanol / 4 h / Heating

10: 1.) O₃, 2.) Me₂S / 1.) CH₃OH, -78 deg C, 3 min, 2.) CH₃OH, from -78 deg C to RT, 2 h

With 1H-imidazole; dimethylsulfide; iodonium(di-γ-collidine) perchlorate; tetra-(n-butyl)ammonium iodide; L-Selectride; sodium hydride; di(n-butyl)tin oxide; Dess-Martin periodane; ozone; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; zinc; tert-butyl alcohol; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/ja00068a025

Reference yield:

(-)-1,6-anhydro-4-O-benzoyl-β-D-mannopyranose (7225-53-8) → 2'-methyl-(1,6-anhydro-3-deoxy-3-C-formyl-2-O-(p-methoxybenzyl)-β-D-altropyranosido)-<3,4:4',5'>-Δ2'-oxazoline (144152-56-7)

Guidance literature:

Multi-step reaction with 9 steps

1: 1.) Bu₂SnO, 2.) n-Bu₄NI / 1.) C₆H₆, reflux, 2 h, 2.) C₆H₆, reflux, 40 h

2: 98 percent / Dess-Martin periodinane, t-BuOH / CH₂Cl₂ / 2 h

3: 1.) NaH / 1.) THF, 0 deg C, 1 h, 2.) THF, -78 deg C, 1 h

4: 92 percent / L-selectride / tetrahydrofuran / 2 h

5: 68 percent / imidazole / dimethylformamide / 4 h

6: 70 percent / DBU

7: I(Coll)ClO₄ / acetonitrile / 1 h / 55 °C

8: Zn / ethanol / 4 h / Heating

9: 1.) O₃, 2.) Me₂S / 1.) CH₃OH, -78 deg C, 3 min, 2.) CH₃OH, from -78 deg C to RT, 2 h

With 1H-imidazole; dimethylsulfide; iodonium(di-γ-collidine) perchlorate; tetra-(n-butyl)ammonium iodide; L-Selectride; sodium hydride; di(n-butyl)tin oxide; Dess-Martin periodane; ozone; 1,8-diazabicyclo[5.4.0]undec-7-ene; zinc; tert-butyl alcohol; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/ja00068a025

Reference yield:

1,6-anhydro-2,3-O-isopropylidene-β-D-mannopyranose (14440-51-8) → 2'-methyl-(1,6-anhydro-3-deoxy-3-C-formyl-2-O-(p-methoxybenzyl)-β-D-altropyranosido)-<3,4:4',5'>-Δ2'-oxazoline (144152-56-7)

Guidance literature:

Multi-step reaction with 11 steps

1: 97 percent / pyridine, DMAP / 1 h / 0 °C

2: 100 percent / 20percent aq. CH₃COOH / 5 h / 100 °C

3: 1.) Bu₂SnO, 2.) n-Bu₄NI / 1.) C₆H₆, reflux, 2 h, 2.) C₆H₆, reflux, 40 h

4: 98 percent / Dess-Martin periodinane, t-BuOH / CH₂Cl₂ / 2 h

5: 1.) NaH / 1.) THF, 0 deg C, 1 h, 2.) THF, -78 deg C, 1 h

6: 92 percent / L-selectride / tetrahydrofuran / 2 h

7: 68 percent / imidazole / dimethylformamide / 4 h

8: 70 percent / DBU

9: I(Coll)ClO₄ / acetonitrile / 1 h / 55 °C

10: Zn / ethanol / 4 h / Heating

11: 1.) O₃, 2.) Me₂S / 1.) CH₃OH, -78 deg C, 3 min, 2.) CH₃OH, from -78 deg C to RT, 2 h

With pyridine; 1H-imidazole; dmap; dimethylsulfide; iodonium(di-γ-collidine) perchlorate; tetra-(n-butyl)ammonium iodide; L-Selectride; sodium hydride; di(n-butyl)tin oxide; Dess-Martin periodane; ozone; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; zinc; tert-butyl alcohol; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/ja00068a025

upstream raw materials:

2'-methyl-(1,6-anhydro-3-deoxy-2-O-(p-methoxybenzyl)-3-C-vinyl-β-D-altropyranosido)-<3,4:4',5'>-Δ^2'-oxazoline

(-)-1,6-anhydro-4-O-benzoyl-2,3-isopropylidene-β-D-mannopyranose

(-)-1,6-anhydro-4-O-benzoyl-β-D-mannopyranose

1,6-anhydro-2,3-O-isopropylidene-β-D-mannopyranose

Downstream raw materials:

2'-methyl-(3-C-acetyl-1,6-anhydro-3-deoxy-2-O-(p-methoxybenzyl)-β-D-altropyranosido)-<3,4:4',5'>-Δ^2'-oxazoline

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 144152-56-7 2'-methyl-(1,6-anhydro-3-deoxy-3-C-formyl-2-O-(p-methoxybenzyl)-β-D-altropyranosido)-<3,4:4',5'>-Δ^2'-oxazoline

Send

Send

Metric Ton KG G Pound L ML

Send

Send