benzyl 2,3-O-isopropylidene-6,7,8,9-tetradeoxy-α-D-manno-8-nonenopyranoside

Base Information

Chemical Name:benzyl 2,3-O-isopropylidene-6,7,8,9-tetradeoxy-α-D-manno-8-nonenopyranoside
CAS No.:140428-23-5
Molecular Formula:C₁₉H₂₆O₅
Molecular Weight:334.412
Hs Code.:

Synonyms:benzyl 2,3-O-isopropylidene-6,7,8,9-tetradeoxy-α-D-manno-8-nonenopyranoside

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Chemical Property of benzyl 2,3-O-isopropylidene-6,7,8,9-tetradeoxy-α-D-manno-8-nonenopyranoside

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Technology Process of benzyl 2,3-O-isopropylidene-6,7,8,9-tetradeoxy-α-D-manno-8-nonenopyranoside

There total 5 articles about benzyl 2,3-O-isopropylidene-6,7,8,9-tetradeoxy-α-D-manno-8-nonenopyranoside 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: 98.0%

: 140428-22-4
benzyl 2,3-O-isopropylidene-6,7,8,9-tetradeoxy-4-O-trimethylsilyl-α-D-manno-8-nonenopyranoside

: 140428-23-5
benzyl 2,3-O-isopropylidene-6,7,8,9-tetradeoxy-α-D-manno-8-nonenopyranoside

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; Ambient temperature;
DOI:10.1246/bcsj.65.567

Reference yield:

: 15548-45-5
(2S,3S,4S,5S,6R)-2-benzyloxy-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol

: 140428-23-5
benzyl 2,3-O-isopropylidene-6,7,8,9-tetradeoxy-α-D-manno-8-nonenopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 75 percent / pyridine / CH₂Cl₂ / 2 h / Ambient temperature

2: 94.3 percent / 2-naphthalenesulfonic acid / acetone / 8 h / Ambient temperature

3: 94 percent / triethylamine / tetrahydrofuran / Ambient temperature

4: 1.) Mg / 1.) ether, reflux, overnight, 2.) ether, reflux, 2 h

5: 98 percent / (nBu)4NF*3H₂O / tetrahydrofuran / Ambient temperature

With pyridine; naphthalene-2-sulfonate; tetrabutyl ammonium fluoride; magnesium; triethylamine; In tetrahydrofuran; dichloromethane; acetone;
DOI:10.1246/bcsj.65.567

Reference yield:

: 117371-06-9
benzyl 6-O-p-toluenesulfonyl-α-D-mannopyranoside

: 140428-23-5
benzyl 2,3-O-isopropylidene-6,7,8,9-tetradeoxy-α-D-manno-8-nonenopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 94.3 percent / 2-naphthalenesulfonic acid / acetone / 8 h / Ambient temperature

2: 94 percent / triethylamine / tetrahydrofuran / Ambient temperature

3: 1.) Mg / 1.) ether, reflux, overnight, 2.) ether, reflux, 2 h

4: 98 percent / (nBu)4NF*3H₂O / tetrahydrofuran / Ambient temperature

With naphthalene-2-sulfonate; tetrabutyl ammonium fluoride; magnesium; triethylamine; In tetrahydrofuran; acetone;
DOI:10.1246/bcsj.65.567