3-benzamido-4,5-O-isopropylidene-2,3,6-trideoxy-L-arabino-hexose dimethylacetal

Base Information

• Chemical Name: 3-benzamido-4,5-O-isopropylidene-2,3,6-trideoxy-L-arabino-hexose dimethylacetal
• CAS No.: 138405-26-2
• Molecular Formula: C₁₈H₂₇NO₅
• Molecular Weight: 337.416
• Mol file: 138405-26-2.mol

Synonyms:3-benzamido-4,5-O-isopropylidene-2,3,6-trideoxy-L-arabino-hexose dimethylacetal

Chemical Property of 3-benzamido-4,5-O-isopropylidene-2,3,6-trideoxy-L-arabino-hexose dimethylacetal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-benzamido-4,5-O-isopropylidene-2,3,6-trideoxy-L-arabino-hexose dimethylacetal

There total 8 articles about 3-benzamido-4,5-O-isopropylidene-2,3,6-trideoxy-L-arabino-hexose dimethylacetal 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: 75.4%

4-benzamido-4,5-dideoxy-2,3-O-isopropylidene-L-lyxo-hexodialdose 6,6-dimethyl acetal 1,1-di(n-propyl)dithioacetal (138405-24-0,138458-60-3) → 3-benzamido-4,5-O-isopropylidene-2,3,6-trideoxy-L-arabino-hexose dimethylacetal (138405-26-2)

Guidance literature:

With nickel; In ethanol; for 1h; Heating;

DOI:10.1016/S0040-4020(01)81939-6

Reference yield:

benzoyl chloride (98-88-4) → 3-benzamido-4,5-O-isopropylidene-2,3,6-trideoxy-L-arabino-hexose dimethylacetal (138405-26-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 64.7 percent / pyridine / 2 h / 0 °C

2: 75.4 percent / Raney nickel / ethanol / 1 h / Heating

With pyridine; nickel; In ethanol;

DOI:10.1016/S0040-4020(01)81939-6

Reference yield:

2,3-O-isopropylidene-D-erythro-tetrodialdose 1,1-di(n-propyl)dithioacetal (138405-19-3) → 3-benzamido-4,5-O-isopropylidene-2,3,6-trideoxy-L-arabino-hexose dimethylacetal (138405-26-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 74.3 percent / benzene / 1 h / Heating

2: 99 percent / sodium azide, AcOH / 12 h / Ambient temperature

3: 58.6 percent / p-toluenesulfonyl acid monohydrate / methanol / 1 h / Ambient temperature

4: 94.1 percent / LiAlH₄ / diethyl ether / 0.5 h / Ambient temperature

5: 64.7 percent / pyridine / 2 h / 0 °C

6: 75.4 percent / Raney nickel / ethanol / 1 h / Heating

With pyridine; lithium aluminium tetrahydride; sodium azide; nickel; toluene-4-sulfonic acid; acetic acid; In methanol; diethyl ether; ethanol; benzene;

DOI:10.1016/S0040-4020(01)81939-6

upstream raw materials:

4-benzamido-4,5-dideoxy-2,3-O-isopropylidene-L-lyxo-hexodialdose 6,6-dimethyl acetal 1,1-di(n-propyl)dithioacetal

benzoyl chloride

2,3-O-isopropylidene-D-erythro-tetrodialdose 1,1-di(n-propyl)dithioacetal

4,5-dideoxy-2,3-O-isopropylidene-D-erythro-hex-4E-eno-dialdose 1,1-di(n-propyl)dithioacetal

Downstream raw materials:

N-Benzoyl-L-acosamine