4-O-acetyl-2,3-dideoxy-5-O-p-toluenesulfonyl-D-glycero-pentose dibenzyl dithioacetal

Base Information

Chemical Name:4-O-acetyl-2,3-dideoxy-5-O-p-toluenesulfonyl-D-glycero-pentose dibenzyl dithioacetal
CAS No.:258274-06-5
Molecular Formula:C₂₈H₃₂O₅S₃
Molecular Weight:544.757
Hs Code.:

Synonyms:4-O-acetyl-2,3-dideoxy-5-O-p-toluenesulfonyl-D-glycero-pentose dibenzyl dithioacetal

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Chemical Property of 4-O-acetyl-2,3-dideoxy-5-O-p-toluenesulfonyl-D-glycero-pentose dibenzyl dithioacetal

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Technology Process of 4-O-acetyl-2,3-dideoxy-5-O-p-toluenesulfonyl-D-glycero-pentose dibenzyl dithioacetal

There total 6 articles about 4-O-acetyl-2,3-dideoxy-5-O-p-toluenesulfonyl-D-glycero-pentose dibenzyl dithioacetal 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:

: 3427-24-5
(2S,3E,5S)-1,2,5,6-tetrahydroxy-1,2:5,6-di-O-isopropylidene-hex-3-ene

: 258274-06-5
4-O-acetyl-2,3-dideoxy-5-O-p-toluenesulfonyl-D-glycero-pentose dibenzyl dithioacetal

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / H₂; Et₃N / Pd/C / methanol / 2 h

2: 71 percent / aq. HCl / methanol / 1 h / 20 °C

3: 100 percent / NaIO₄ / H₂O / 0.5 h / 0 °C

4: 72 percent / aq. HCl / 1 h

5: pyridine / 1 h / 20 °C

6: 3.7 g / pyridine / 1 h / 20 °C

With pyridine; hydrogenchloride; sodium periodate; hydrogen; triethylamine; palladium on activated charcoal; In hydrogenchloride; methanol; water; 1: Hydrogenation / 2: Hydrolysis / 3: Oxidation / 4: Condensation / 5: Tosylation / 6: Acetylation;
DOI:10.1016/S0008-6215(99)00175-5

Reference yield:

: 34218-23-0
2',3'-dideoxyribose

: 258274-06-5
4-O-acetyl-2,3-dideoxy-5-O-p-toluenesulfonyl-D-glycero-pentose dibenzyl dithioacetal

Guidance literature:: Multi-step reaction with 3 steps

1: 72 percent / aq. HCl / 1 h

2: pyridine / 1 h / 20 °C

3: 3.7 g / pyridine / 1 h / 20 °C

With pyridine; In hydrogenchloride; 1: Condensation / 2: Tosylation / 3: Acetylation;
DOI:10.1016/S0008-6215(99)00175-5

Reference yield:

: 24211-51-6
(2S,5S)-hexane-1,2,5,6-tetrol

: 258274-06-5
4-O-acetyl-2,3-dideoxy-5-O-p-toluenesulfonyl-D-glycero-pentose dibenzyl dithioacetal

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / NaIO₄ / H₂O / 0.5 h / 0 °C

2: 72 percent / aq. HCl / 1 h

3: pyridine / 1 h / 20 °C

4: 3.7 g / pyridine / 1 h / 20 °C

With pyridine; sodium periodate; In hydrogenchloride; water; 1: Oxidation / 2: Condensation / 3: Tosylation / 4: Acetylation;
DOI:10.1016/S0008-6215(99)00175-5