O⁵-(toluene-4-sulfonyl)-D-arabinose diethyl dithioacetal

Base Information

• Chemical Name: O⁵-(toluene-4-sulfonyl)-D-arabinose diethyl dithioacetal
• CAS No.: 103665-71-0
• Molecular Formula: C₁₆H₂₆O₆S₃
• Molecular Weight: 410.577

Synonyms:O⁵-(toluene-4-sulfonyl)-D-arabinose diethyl dithioacetal

Chemical Property of O⁵-(toluene-4-sulfonyl)-D-arabinose diethyl dithioacetal

Chemical Property:

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Technology Process of O⁵-(toluene-4-sulfonyl)-D-arabinose diethyl dithioacetal

There total 1 articles about O⁵-(toluene-4-sulfonyl)-D-arabinose diethyl 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: 88.4%

D-arabinose diethyl dithioacetal (1941-50-0) + p-toluenesulfonyl chloride (98-59-9) → O5-(toluene-4-sulfonyl)-D-arabinose diethyl dithioacetal (103665-71-0)

Guidance literature:

With pyridine; a) -10 deg C, 1 h, b) 22 deg C, 18;

DOI:10.1021/jo00047a018

Reference yield: 98.0%

methanol (67-56-1) + O5-(toluene-4-sulfonyl)-D-arabinose diethyl dithioacetal (103665-71-0) → methyl 5-O-p-tosyl-D-arabinofuranoside (50600-50-5)

Guidance literature:

With N-Bromosuccinimide; sodium hydrogencarbonate; sodium thiosulfate; In water; for 0.5h;

DOI:10.1016/0008-6215(94)80043-X

Reference yield: 92.0%

O5-(toluene-4-sulfonyl)-D-arabinose diethyl dithioacetal (103665-71-0) + acetic anhydride (108-24-7) → 2,3,4-tri-O-acetyl-5-O-toluene-p-sulfonyl-D-arabinose diethyl dithioacetal (127072-99-5)

Guidance literature:

In pyridine; for 24h; Ambient temperature;

DOI:10.1016/0008-6215(89)85029-3

upstream raw materials:

D-arabinose diethyl dithioacetal

p-toluenesulfonyl chloride

Downstream raw materials:

ethyl-[O⁵-(toluene-4-sulfonyl)-β-D-arabinofuranoside]

5-O-(p-toluenesulfonyl)-D-arabinofuranose

2,3,4-tri-O-acetyl-5-O-toluene-p-sulfonyl-D-arabinose diethyl dithioacetal

methyl 5-O-p-tosyl-D-arabinofuranoside

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