1-O-(p-toluenesulphonyl)-2-O-(4,6-O-benzylidene-2,3-di-O-benzyl-α-D-glucopyranosyl)ethanediol

Base Information

Chemical Name:1-O-(p-toluenesulphonyl)-2-O-(4,6-O-benzylidene-2,3-di-O-benzyl-α-D-glucopyranosyl)ethanediol
CAS No.:172657-44-2
Molecular Formula:C₃₆H₃₈O₉S
Molecular Weight:646.758
Hs Code.:

Synonyms:1-O-(p-toluenesulphonyl)-2-O-(4,6-O-benzylidene-2,3-di-O-benzyl-α-D-glucopyranosyl)ethanediol

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Chemical Property of 1-O-(p-toluenesulphonyl)-2-O-(4,6-O-benzylidene-2,3-di-O-benzyl-α-D-glucopyranosyl)ethanediol

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Technology Process of 1-O-(p-toluenesulphonyl)-2-O-(4,6-O-benzylidene-2,3-di-O-benzyl-α-D-glucopyranosyl)ethanediol

There total 2 articles about 1-O-(p-toluenesulphonyl)-2-O-(4,6-O-benzylidene-2,3-di-O-benzyl-α-D-glucopyranosyl)ethanediol 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: 92.0%

: 98-59-9
p-toluenesulfonyl chloride

: 172821-19-1
2-O-(4,6-O-benzylidene-2,3-di-O-benzyl-α-D-glucopyranosyl)ethanediol

: 172657-44-2
1-O-(p-toluenesulphonyl)-2-O-(4,6-O-benzylidene-2,3-di-O-benzyl-α-D-glucopyranosyl)ethanediol

Guidance literature:: With pyridine; In dichloromethane; for 22h; Ambient temperature;
DOI:10.1080/00397919508011451

Reference yield:

: 103833-57-4
allyl 4,6-O-benzylidene-2,3-di-O-benzyl-α-D-glucopyranoside

: 172657-44-2
1-O-(p-toluenesulphonyl)-2-O-(4,6-O-benzylidene-2,3-di-O-benzyl-α-D-glucopyranosyl)ethanediol

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) O₃, 2.) NaBH₄ / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, MeOH, from -78 deg C to RT, 12 h

2: 92 percent / pyridine / CH₂Cl₂ / 22 h / Ambient temperature

With pyridine; sodium tetrahydroborate; ozone; In dichloromethane;
DOI:10.1080/00397919508011451

Reference yield:

: 172657-44-2
1-O-(p-toluenesulphonyl)-2-O-(4,6-O-benzylidene-2,3-di-O-benzyl-α-D-glucopyranosyl)ethanediol

: 172657-46-4
1,5-di-O-(4-hydroxy-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-3-oxapentanediol

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) NaH / 1.) THF, 70 deg C, 30 min, 2.) THF, reflux, 24 h

2: 67 percent / NaCNBH₃-HCl, 4A molecular sieves / tetrahydrofuran / 0.17 h / Ambient temperature

With NaCNBH₃*HCl; 4 A molecular sieve; sodium hydride; In tetrahydrofuran;
DOI:10.1080/00397919508011451