3-Deoxy-1,2-O-isopropylidene-5-p-tuluoyl--D-glycero-pent-3-enofuranose

Base Information

• Chemical Name: 3-Deoxy-1,2-O-isopropylidene-5-p-tuluoyl--D-glycero-pent-3-enofuranose
• CAS No.: 75096-63-8
• Molecular Formula: C₁₆H₁₈O₅
• Molecular Weight: 290.316
• Mol file: 75096-63-8.mol

Synonyms:3-Deoxy-1,2-O-isopropylidene-5-p-tuluoyl--D-glycero-pent-3-enofuranose

Chemical Property of 3-Deoxy-1,2-O-isopropylidene-5-p-tuluoyl--D-glycero-pent-3-enofuranose

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Deoxy-1,2-O-isopropylidene-5-p-tuluoyl--D-glycero-pent-3-enofuranose

There total 4 articles about 3-Deoxy-1,2-O-isopropylidene-5-p-tuluoyl--D-glycero-pent-3-enofuranose 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: 41.0%

1,2-O-isopropylidene-5-O-(4-methylbenzoyl)-3-O-trifluoromethanesulfonyl-α-D-xylofuranose (75096-61-6) → 4-Methyl-benzoic acid (3aR,6aR)-2,2-dimethyl-3a,6a-dihydro-furo[2,3-d][1,3]dioxol-5-ylmethyl ester (75096-63-8) + 3-azido-1,2-O-isopropylidene-5-O-(4-methylbenzoyl)-3-deoxy-α-D-ribofuranose (75096-62-7)

Guidance literature:

With sodium azide; In ethanol; for 5h; Heating;

DOI:10.1055/s-1980-29120

Reference yield:

1,2-O-isopropylidene-5-O-(4-toluoyl)-D-xylofuranose (75096-60-5) → 4-Methyl-benzoic acid (3aR,6aR)-2,2-dimethyl-3a,6a-dihydro-furo[2,3-d][1,3]dioxol-5-ylmethyl ester (75096-63-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / pyridine / 1,2-dichloro-ethane / 0.5 h / -10 °C

2: 41 percent / NaN₃ / ethanol / 5 h / Heating

With pyridine; sodium azide; In ethanol; 1,2-dichloro-ethane;

DOI:10.1055/s-1980-29120

Reference yield:

4-methyl-benzoyl chloride (874-60-2) → 4-Methyl-benzoic acid (3aR,6aR)-2,2-dimethyl-3a,6a-dihydro-furo[2,3-d][1,3]dioxol-5-ylmethyl ester (75096-63-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / pyridine / 1 h / 0 °C

2: 93 percent / pyridine / 1,2-dichloro-ethane / 0.5 h / -10 °C

3: 41 percent / NaN₃ / ethanol / 5 h / Heating

With pyridine; sodium azide; In ethanol; 1,2-dichloro-ethane;

DOI:10.1055/s-1980-29120

upstream raw materials:

1,2-O-isopropylidene-5-O-(4-methylbenzoyl)-3-O-trifluoromethanesulfonyl-α-D-xylofuranose

1,2-O-isopropylidene-5-O-(4-toluoyl)-D-xylofuranose

4-methyl-benzoyl chloride

1,2-O-isopropylidene-α-D-xylose