2,3-di-O-benzyl-5-O-p-toluenesulfonyl-α-D-arabinofuranosyl-(1->3)-[2,3-di-O-benzyl-5-O-p-toluenesulfonyl-α-D-arabinofuranosyl-(1->5)]-1,2-O-isopropylidene-β-D-arabinofuranose

Base Information

Chemical Name:2,3-di-O-benzyl-5-O-p-toluenesulfonyl-α-D-arabinofuranosyl-(1->3)-[2,3-di-O-benzyl-5-O-p-toluenesulfonyl-α-D-arabinofuranosyl-(1->5)]-1,2-O-isopropylidene-β-D-arabinofuranose
CAS No.:886852-41-1
Molecular Formula:C₆₀H₆₆O₁₇S₂
Molecular Weight:1123.31
Hs Code.:

2,3-di-O-benzyl-5-O-p-toluenesulfonyl-α-D-arabinofuranosyl-(1->3)-[2,3-di-O-benzyl-5-O-p-toluenesulfonyl-α-D-arabinofuranosyl-(1->5)]-1,2-O-isopropylidene-β-D-arabinofuranose

Synonyms:2,3-di-O-benzyl-5-O-p-toluenesulfonyl-α-D-arabinofuranosyl-(1->3)-[2,3-di-O-benzyl-5-O-p-toluenesulfonyl-α-D-arabinofuranosyl-(1->5)]-1,2-O-isopropylidene-β-D-arabinofuranose

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Chemical Property of 2,3-di-O-benzyl-5-O-p-toluenesulfonyl-α-D-arabinofuranosyl-(1->3)-[2,3-di-O-benzyl-5-O-p-toluenesulfonyl-α-D-arabinofuranosyl-(1->5)]-1,2-O-isopropylidene-β-D-arabinofuranose

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Technology Process of 2,3-di-O-benzyl-5-O-p-toluenesulfonyl-α-D-arabinofuranosyl-(1->3)-[2,3-di-O-benzyl-5-O-p-toluenesulfonyl-α-D-arabinofuranosyl-(1->5)]-1,2-O-isopropylidene-β-D-arabinofuranose

There total 6 articles about 2,3-di-O-benzyl-5-O-p-toluenesulfonyl-α-D-arabinofuranosyl-(1->3)-[2,3-di-O-benzyl-5-O-p-toluenesulfonyl-α-D-arabinofuranosyl-(1->5)]-1,2-O-isopropylidene-β-D-arabinofuranose 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: 67.0%

: 886852-40-0
2,3-di-O-benzyl-α-D-arabinofuranosyl-(1->3)-[2,3-di-O-benzyl-α-D-arabinofuranosyl-(1->5)]-1,2-O-isopropylidene-β-D-arabinofuranose

: 98-59-9
p-toluenesulfonyl chloride

: 886852-41-1
2,3-di-O-benzyl-5-O-p-toluenesulfonyl-α-D-arabinofuranosyl-(1->3)-[2,3-di-O-benzyl-5-O-p-toluenesulfonyl-α-D-arabinofuranosyl-(1->5)]-1,2-O-isopropylidene-β-D-arabinofuranose

Guidance literature:: With pyridine; dmap; In dichloromethane; at 20 ℃; for 4h;
DOI:10.1016/j.bmc.2005.12.037

Reference yield:

: 886852-36-4
3-O-benzyl-5-O-tert-butyldiphenylsilyl-α-D-arabinofuranosyl-(1->3)-[3-O-benzyl-5-O-tert-butyldiphenylsilyl-α-D-arabinofuranosyl-(1->5)]-1,2-O-isopropylidene-β-D-arabinofuranose

: 886852-41-1
2,3-di-O-benzyl-5-O-p-toluenesulfonyl-α-D-arabinofuranosyl-(1->3)-[2,3-di-O-benzyl-5-O-p-toluenesulfonyl-α-D-arabinofuranosyl-(1->5)]-1,2-O-isopropylidene-β-D-arabinofuranose

Guidance literature:: Multi-step reaction with 3 steps

1: 99 percent / sodium hydride / dimethylformamide; various solvent(s) / 5 h / 0 °C

2: 82 percent / tetrabutylammonium fluoride / tetrahydrofuran / 4 h / 20 °C

3: 67 percent / pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 4 h / 20 °C

With pyridine; dmap; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2005.12.037

Reference yield:

: 886852-46-6
6-[3,4-bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yloxy]-5-[3,4-bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yloxymethyl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole

: 886852-41-1
2,3-di-O-benzyl-5-O-p-toluenesulfonyl-α-D-arabinofuranosyl-(1->3)-[2,3-di-O-benzyl-5-O-p-toluenesulfonyl-α-D-arabinofuranosyl-(1->5)]-1,2-O-isopropylidene-β-D-arabinofuranose

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / tetrabutylammonium fluoride / tetrahydrofuran / 4 h / 20 °C

2: 67 percent / pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 4 h / 20 °C

With pyridine; dmap; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.bmc.2005.12.037