1-O-acetyl-2,3-O-isopropylidene-6-O-trityl-α-D-mannofuranose

Base Information

• Chemical Name: 1-O-acetyl-2,3-O-isopropylidene-6-O-trityl-α-D-mannofuranose
• CAS No.: 714967-28-9
• Molecular Formula: C₃₀H₃₂O₇
• Molecular Weight: 504.58
• Mol file: 714967-28-9.mol

Synonyms:1-O-acetyl-2,3-O-isopropylidene-6-O-trityl-α-D-mannofuranose

Chemical Property of 1-O-acetyl-2,3-O-isopropylidene-6-O-trityl-α-D-mannofuranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-O-acetyl-2,3-O-isopropylidene-6-O-trityl-α-D-mannofuranose

There total 2 articles about 1-O-acetyl-2,3-O-isopropylidene-6-O-trityl-α-D-mannofuranose 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: 84.0%

trityl chloride (76-83-5) + 1-O-acetyl-2,3-O-isopropylidene-α-D-mannofuranose (79241-32-0) → 1-O-acetyl-2,3-O-isopropylidene-6-O-trityl-α-D-mannofuranose (714967-28-9)

Guidance literature:

With pyridine; at 20 ℃; for 36h;

DOI:10.1002/ejoc.200300731

Reference yield:

1-O-acetyl-2,3:5,6-di-O-isopropylidene-α-D-mannofuranose (14440-57-4) → 1-O-acetyl-2,3-O-isopropylidene-6-O-trityl-α-D-mannofuranose (714967-28-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / aq. AcOH / 4 h / 40 °C

2: 84 percent / pyridine / 36 h / 20 °C

With pyridine; acetic acid;

DOI:10.1002/ejoc.200300731

Reference yield:

1-O-acetyl-2,3-O-isopropylidene-6-O-trityl-α-D-mannofuranose (714967-28-9) → (1S,2R,3S,4S,5R)-2,3,4-trihydroxy-6-oxa-N-(N'-phenylthiocarbamoyl)-nor-tropane

Guidance literature:

Multi-step reaction with 6 steps

1.1: CH₂Cl₂ / 1 h / -25 °C

2.1: 1.8 g / NaN₃ / dimethylformamide / 18 h / 20 °C

3.1: 80 percent / BF₃*Et₂O / methanol; CH₂Cl₂ / 2 h / 0 - 20 °C

4.1: H₂ / Pd/C / methanol / 2 h

5.1: 80 percent / pyridine / 18 h / 20 °C

6.1: NaOMe / methanol

6.2: 70 percent / TFA; water / 0.25 h / 0 °C

With sodium azide; boron trifluoride diethyl etherate; hydrogen; sodium methylate; palladium on activated charcoal; In pyridine; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/ejoc.200300731

upstream raw materials:

trityl chloride

1-O-acetyl-2,3-O-isopropylidene-α-D-mannofuranose

1-O-acetyl-2,3:5,6-di-O-isopropylidene-α-D-mannofuranose

Downstream raw materials:

1-O-acetyl-5-deoxy-2,3-O-isopropylidene-5-(N'-phenylthioureido)-β-L-gulofuranose

1,6-di-O-acetyl-5-deoxy-2,3-O-isopropylidene-5-(N'-phenylureido)-β-L-gulofuranose

1-O-acetyl-5-azido-5-deoxy-2,3-O-isopropylidene-6-O-trityl-β-L-gulofuranose